[ CAS No. 3842-86-2 ] {[proInfo.proName]}

Name: 3842-86-2|Diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate|98%
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SKU: A1175202
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Quality Control of [ 3842-86-2 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 3842-86-2 ]

CAS No. :	3842-86-2	MDL No. :	MFCD30474919
Formula :	C₈H₁₈NO₄P	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SPNSSEKVTXYNNH-UHFFFAOYSA-N
M.W :	223.21	Pubchem ID :	11127903
Synonyms :

Safety of [ 3842-86-2 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3842-86-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 3842-86-2 ]

[ 3842-86-2 ] Synthesis Path-Downstream 1~47

1
[ 122-52-1 ]
[ 2675-89-0 ]
[ 3842-86-2 ]

Yield	Reaction Conditions	Operation in experiment
78%	at 165℃; for 5.5h;
76%	at 110 - 115℃; Inert atmosphere;	7 Example 7: Diethyl f2-fdimethylamino)-2-oxoethyl)phosphonate To a 500-ml 3-neck RB flask was charged triethylphosphite (284.0 g, 1674 mmol), heated to 110°C - 115°C with N2 swept through head space. 2-Chloro-N,N- dimethylacetamide was added dropwise over 3 h to 4 h at 110-115°C. The reaction mixture was aged 2 h at this temperature then concentrated under vacuum to yield desired product (313.4 g, AY=76%) as yellow oil.
20%	at 150℃;	8.1 8.1 Synthesis of Intermediate 21 8.1 Synthesis of Intermediate 21A mixture of 2-chloro-N,N-dimethylacetamide (300 mg, 2.47 mmol) and triethyl phosphite (820 mg, 4.94 mmol) was stirred at 150° C. overnight. The reaction mixture was cooled to room temperature and was purified by Prep HPLC to give intermediate 21 (105 mg, 20%).

	at 140 - 190℃;
4.5 g	at 160℃; for 8h; Inert atmosphere;	A mixture of 2-chloro-N,N-dimethylacetamide (5.0 g, 41.1 mmol) and triethyl phosphite (6.83 g, 41.1 mmol) was degassed and purged with N2 for 3 times. The mixture was stirred at 160 °C for 8 h under N2atmosphere. The mixture was concentrated and purified by column chromatography to provide diethyl (2-(dimethylamino)-2- oxoethyl)phosphonate (I-35) (4.5 g) as a yellow oil. LCMS m/z 224.3 (M+1)+.1H NMR (400 MHz, CDCl3) ^ 4.20-4.12 (m, 4H), 3.11 (s, 3H), 3.07-3.01 (d, J = 22 Hz, 2H), 2.97 (s, 3H), 1.35-1.31 (t, J = 7.2 Hz, 6H).

Reference： [1]Green, James R.; Majewski, Marek; Snieckus, Victor [Canadian Journal of Chemistry, 2006, vol. 84, # 10, p. 1397 - 1410]
[2]Current Patent Assignee: MERCK & CO INC - WO2015/95430, 2015, A1 Location in patent: Page/Page column 55
[3]Current Patent Assignee: ABLIVA AB - US9119853, 2015, B2 Location in patent: Page/Page column 70; 71; 72
[4]Lomakina,V.I. et al. [Journal of general chemistry of the USSR, 1966, vol. 36, p. 465 - 467][Zhurnal Obshchei Khimii, 1966, vol. 36, # 3, p. 447 - 449]
[5]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2020/33784, 2020, A1 Location in patent: Paragraph 00282

2
[ 3842-86-2 ]
[ 135159-24-9 ]
Acetic acid (S)-4-((E)-2-dimethylcarbamoyl-vinyl)-1-(2-nitro-benzoyl)-2,3-dihydro-1H-pyrrol-2-ylmethyl ester [ No CAS ]

Reference： [1]Langlois; Favre; Rojas [Tetrahedron Letters, 1993, vol. 34, # 29, p. 4635 - 4638]

3
[ 3842-86-2 ]
[ 148680-22-2 ]
[ 148680-23-3 ]

Reference： [1]Langlois; Favre; Rojas [Tetrahedron Letters, 1993, vol. 34, # 29, p. 4635 - 4638]

4
[ 127-19-5 ]
[ 814-49-3 ]
[ 3842-86-2 ]

Yield	Reaction Conditions	Operation in experiment
	With lithium diisopropyl amide 1.) THF, hexane, 12-15 deg C, 2.) THF, hexane, RT,; Yield given. Multistep reaction;

Reference： [1]Tay, M.K.; About-Jaudet, E.; Collignon, N.; Savignac, P. [Tetrahedron, 1989, vol. 45, # 14, p. 4415 - 4430]

5
[ 3842-86-2 ]
[ 4637-24-5 ]
[ 98934-36-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With calcium chloride for 2h; Heating;

Reference： [1]Aboujaoude, Elie Elia; Collignon, Noel; Savignac, Philippe [Tetrahedron, 1985, vol. 41, # 2, p. 427 - 434]

6
[ 3842-86-2 ]
[ 190974-29-9 ]
[ 190974-49-3 ]

Yield	Reaction Conditions	Operation in experiment
67%	With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃;

Reference： [1]Ghiron, Chiara; Rossi, Tino; Thomas, Russell J. [Tetrahedron Letters, 1997, vol. 38, # 20, p. 3569 - 3572]

7
[ 683-08-9 ]
[ 3842-86-2 ]

Yield	Reaction Conditions	Operation in experiment
68%	With n-butyllithium; lithium diisopropyl amide In tetrahydrofuran; hexane at -60℃;

Reference： [1]Aboujaoude, Elie Elia; Collignon, Noel; Teulade, Marie-Paule; Savignac, Philippe [Phosphorus and Sulfur and the Related Elements, 1985, vol. 25, p. 57 - 62]

8
[ 3842-86-2 ]
[ 116777-68-5 ]
[ 116777-68-5 ]
[ 116777-68-5 ]

Yield	Reaction Conditions	Operation in experiment
	With n-butyllithium In tetrahydrofuran

Reference： [1]Strzalko, Tekla; Seyden-Penne, Jacqueline; Froment, Francoise; Corset, Jacques; Simonnin, Marie-Paule [Canadian Journal of Chemistry, 1988, vol. 66, p. 391 - 396]

9
[ 3842-86-2 ]
[ 183872-18-6 ]
[(Z)-3-((E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl)cyclohexylidene]-N,N-dimethyl-acetamide [ No CAS ]
[(E)-3-((E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl)cyclohexylidene]-N,N-dimethyl-acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 33.5% 2: 52.5%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 3-[(E)-3-tert-butyldimethylsilyloxy-7-phenyl-1-hepten-1-yl]cyclohexanone In tetrahydrofuran at 60℃; for 1h;

Reference： [1]Poudrel, Jean-Marc; Hullot, Pierre; Vidal, Jean-Pierre; Girard, Jean-Pierre; Rossi, Jean-Claude; Muller, Agnès; Bonne, Claude; Bezuglov, Vladimir; Serkov, Igor; Renard, Pierre; Pfeiffer, Bruno [Journal of Medicinal Chemistry, 1999, vol. 42, # 26, p. 5289 - 5310]

10
[ 89424-83-9 ]
[ 3842-86-2 ]
3-(1,3-dihydro-isobenzofuran-5-yl)-<i>N</i>,<i>N</i>-dimethyl-acrylamide [ No CAS ]

Reference： [1]Phosphorus, Sulfur and Silicon and the Related Elements,2000,vol. 164,p. 87 - 94

11
[ 3842-86-2 ]
[ 86-81-7 ]
(E)-N,N-dimethyl-3-(3,4,5-trimethoxyphenyl)acrylamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With potassium hydroxide In tetrahydrofuran at 20℃; for 1h;

Reference： [1]Petrova, Jordanka; Momchilova, Snezhana; Vassilev, Nikolay G. [Phosphorus, Sulfur and Silicon and the Related Elements, 2000, vol. 164, p. 87 - 94]

12
[ 3842-86-2 ]
[ 378787-86-1 ]
[ 378787-87-2 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: (S)-5-acetoxymethyl-3-formyl-1-(4,5-methylenedioxy-2-nitrobenzoyl)-2-pyrroline In tetrahydrofuran; hexane

Reference： [1]Langlois; Rojas-Rousseau; Gaspard; Werner; Darro; Kiss [Journal of Medicinal Chemistry, 2001, vol. 44, # 22, p. 3754 - 3757]

13
[ 62142-34-1 ]
[ 3842-86-2 ]
[ 853928-53-7 ]

Yield	Reaction Conditions	Operation in experiment
48%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In diethyl ether for 0.0833333h; Stage #2: 1-vinylcyclohexanecarboxaldehyde In diethyl ether at 20℃; for 15h;

Reference： [1]Friedrich, Joachim; Dolg, Michael; Gansaeuer, Andreas; Geich-Gimbel, Daniel; Lauterbach, Thorsten [Journal of the American Chemical Society, 2005, vol. 127, # 19, p. 7071 - 7077]

14
[ 3842-86-2 ]
[ 117954-70-8 ]
[ 897921-28-7 ]

Yield	Reaction Conditions	Operation in experiment
82%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran at -40 - 0℃; Stage #2: 3-formyl-1-<(4-methylphenyl)sulfonyl>pyrrole In tetrahydrofuran at 0 - 5℃; for 0.5h;

Reference： [1]Karousis, Nikolaos; Liebscher, Juergen; Varvounis, George [Synthesis, 2006, # 9, p. 1494 - 1498]

15
[ 3842-86-2 ]
[ 96-22-0 ]
3-ethyl-N,N-dimethyl-2-pentenamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In benzene for 0.75h; Stage #2: pentan-3-one In benzene for 21h; Heating;

Reference： [1]Green, James R.; Majewski, Marek; Snieckus, Victor [Canadian Journal of Chemistry, 2006, vol. 84, # 10, p. 1397 - 1410]

16
[ 3842-86-2 ]
[ 98934-39-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 95 percent / CaCl₂ / 2 h / Heating 2: 71 percent Spectr_. / 3M HCl / H₂O; diethyl ether / 20 °C

Reference： [1]Aboujaoude, Elie Elia; Collignon, Noel; Savignac, Philippe [Tetrahedron, 1985, vol. 41, # 2, p. 427 - 434]

17
[ 3842-86-2 ]
[ 98934-59-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 95 percent / CaCl₂ / 2 h / Heating 2: 29 percent Spectr_. / 3M HCl / H₂O; diethyl ether / 20 °C

Reference： [1]Aboujaoude, Elie Elia; Collignon, Noel; Savignac, Philippe [Tetrahedron, 1985, vol. 41, # 2, p. 427 - 434]

18
[ 79-37-8 ]
[ 3842-86-2 ]
[ 133995-30-9 ]
(E)-3-[(2S,4S)-N-allyloxycarbonyl-4-tritylthiopyrrolidin-2-yl]-N,N-dimethylacrylamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88.1%	With dimethyl sulfoxide; triethylamine	R.6.1 (E)-3-[(2S,4S)-N-Allyloxycarbonyl-4-tritylthiopyrrolidin-2-yl]-N,N-dimethylacrylamide STR371 REFERENCE EXAMPLE 6-1) (E)-3-[(2S,4S)-N-Allyloxycarbonyl-4-tritylthiopyrrolidin-2-yl]-N,N-dimethylacrylamide STR371 The same operation as in Reference Example 4-1) was carried out by using (2S,4S)-N-allyloxycarbonyl-2-hydroxymethyl-4-tritylthiopyrrolidine (the compound obtained in Reference Example 3-1); 2.00 g, 4.35 mmol), dimethyl sulfoxide (0.87 ml, 12.2 mmol), oxalyl chloride (0.56 ml, 6.5 mmol), triethylamine (3.03 ml, 21 8 mmol), 2-(diethylphosphono)-N,N-dimethylacetamide (1.17 g, 5.22 mmol) and 60% sodium hydride (174 mg, 4.35 mmol), followed by flash column chromatographic purification on silica gel (Wakogel C-300, 40 ml, elution with hexane-ethyl acetate 1 1) to give the title compound (2.02 g, 88.1% yield) NMR(CDCl3) δ: 1.6(1H,m), 2.1(1H,m), 2.7-3.4(3H,m), 2.96(3H,s), 3.0(3H,s), 4.18(1H,q,J=7 Hz), 4.46(2H,m), 5.1-5.3(2H,m), 5.82(1H,m), 6.28(1H,m), 6.6(1H,m), 7.1-7.5(15H,m)

Reference： [1]Current Patent Assignee: MERCK & CO INC - US5095013, 1992, A

19
[ 1117-52-8 ]
[ 3842-86-2 ]
N,N-dimethyl-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; water	60 EXAMPLE 60 EXAMPLE 60 This Example illustrates the synthesis of N,N-dimethyl-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenamide (compound K). To a suspension of 5 g of 55% sodium hydride in anhydrous tetrahydrofuran was added 28.5 g of N,N-dimethyldiethylphosphonoacetamide, and 16.8 g of farnesylacetone was further added and the mixture was stirred at 50° C. for 2 hours. To the liquid reaction mixture was added 100 ml of water, and the mixture was extracted with n-hexane. The extract was washed with water and dried. The solvent was removed by distillation and the residue was purified by column chromatography using silica gel to obtain 16 g of the intended compound in the form of an oil. Infrared absorption spectrum (cm-1, neat): 1650 Mass spectrum: 331 (M+) Elementary analysis values as C22 H37 ON: Calculated: C=79.70%, H=11.25%, N=4.23% Found: C=79.61%, H=11.31%, N=4.35% NMR spectrum (δ, CDCl3): 1.64 (9H, s), 1.72 (3H, s), 1.92 (3H, s) 2.0-2.2 (12H, m), 2.98 (3H, s), 3.02 (3H,s), 5.0-5.2 (3H,m), 5.8 (1H, s)

Reference： [1]Current Patent Assignee: EISAI CO LTD - US4456603, 1984, A

20
[ 39482-50-3 ]
[ 3842-86-2 ]
[ 1006584-66-2 ]

Yield	Reaction Conditions	Operation in experiment
29%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran for 0.0833333h; Stage #2: 2,2,4-trimethylpent-4-enal In tetrahydrofuran at 20℃; for 16h; Further stages.;

Reference： [1]Friedrich, Joachim; Walczak, Katarzyna; Dolg, Michael; Piestert, Frederik; Lauterbach, Thorsten; Worgull, Dennis; Gansaeuer, Andreas [Journal of the American Chemical Society, 2008, vol. 130, # 5, p. 1788 - 1796]

21
[ 993-67-9 ]
[ 3842-86-2 ]
[ 1006584-77-5 ]

Yield	Reaction Conditions	Operation in experiment
27%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran for 0.0833333h; Stage #2: 2,2,3,3-tetramethylpent-4-enal In tetrahydrofuran at 20℃; for 16h; Further stages.;

22
[ 3842-86-2 ]
[ 13637-68-8 ]
diethyl ester of 2-dimethylamino-2-oxoethylphosphonic acid molybdenum dioxodichloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	In ethanol soln. (EtO)2POCH2CON(CH3)2 (EtOH) added to MoO2Cl2; stirring for 60 min at 25°C; liaving for 20 h at 25°C;; ppt. filtered; washed with cold EtOH/Et2O (1:4); dried for 2 h at 60°C; elem. anal.;

Reference： [1]Haupt; Kopf; Petrova; Momchilova [Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 2002, vol. 32, # 4, p. 649 - 664]

23
ammonium hexafluorophosphate [ No CAS ]
hydrated ammonium tetrachlorouranate(III) [ No CAS ]
[ 3842-86-2 ]
[U(diethyl-N,N-dimethylcarbamoylmethylenephosphonate)4][PF₆]3 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol N2-atmosphere; dissoln. of NH4UCl4 in soln. of ligand, addn. of NH4PF6 soln.;

Reference： [1]Bullock, Joseph I.; Storey, Anthony E. [Inorganica Chimica Acta, 1979, vol. 36, p. L399 - L400]

24
hydrated ammonium tetrachlorouranate(III) [ No CAS ]
[ 3842-86-2 ]
[ 143-66-8 ]
[U(diethyl-N,N-dimethylcarbamoylmethylenephosphonate)4][B(C₆H₅)4]3 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol N2-atmosphere; dissoln. of NH4UCl4 in soln. of ligand, addn. of NaBPh4 soln.;

Reference： [1]Bullock, Joseph I.; Storey, Anthony E. [Inorganica Chimica Acta, 1979, vol. 36, p. L399 - L400]

25
[ 3842-86-2 ]
[ 667419-29-6 ]
C₁₉H₂₉NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With sodium hydride In tetrahydrofuran at 0 - 20℃;

Reference： [1]Curran, Dennis P.; Sui, Bin [Journal of the American Chemical Society, 2009, vol. 131, p. 5411 - 5413]

26
3-dimethylamino-butyraldehyde [ No CAS ]
[ 3842-86-2 ]
C₁₀H₂₀N₂O [ No CAS ]
[ 1119825-11-4 ]

Yield	Reaction Conditions	Operation in experiment
493 mg	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; for 1.16667h; Stage #2: 3-dimethylamino-butyraldehyde In tetrahydrofuran at 20℃; for 0.833333h;

Reference： [1]Hansen, Camilla P.; Jensen, Anders A.; Balle, Thomas; Bitsch-Jensen, Klaus; Hassan, Mohamud M.; Liljefors, Tommy; Frolund, Bente [Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 1, p. 87 - 91]

27
[ 1191029-17-0 ]
[ 3842-86-2 ]
[ 1191029-24-9 ]

Yield	Reaction Conditions	Operation in experiment
63%	With sodium hydride In tetrahydrofuran at 0 - 20℃; for 24h;

Reference： [1]Jahan, Nusrat; Paul, Nawal; Petropolis, Christian J.; Marangoni, D. Gerrard; Grindley, T. Bruce [Journal of Organic Chemistry, 2009, vol. 74, # 20, p. 7762 - 7773]

28
[ 1191029-18-1 ]
[ 3842-86-2 ]
[ 1191029-25-0 ]

Yield	Reaction Conditions	Operation in experiment
64%	With sodium hydride In tetrahydrofuran at 0 - 20℃; for 24h;

Reference： [1]Jahan, Nusrat; Paul, Nawal; Petropolis, Christian J.; Marangoni, D. Gerrard; Grindley, T. Bruce [Journal of Organic Chemistry, 2009, vol. 74, # 20, p. 7762 - 7773]

29
[ 1191029-19-2 ]
[ 3842-86-2 ]
[ 1191029-27-2 ]

Yield	Reaction Conditions	Operation in experiment
69%	With sodium hydride In tetrahydrofuran at 0 - 20℃; for 24h;

Reference： [1]Jahan, Nusrat; Paul, Nawal; Petropolis, Christian J.; Marangoni, D. Gerrard; Grindley, T. Bruce [Journal of Organic Chemistry, 2009, vol. 74, # 20, p. 7762 - 7773]

30
[ 1191029-21-6 ]
[ 3842-86-2 ]
[ 1191029-29-4 ]

Yield	Reaction Conditions	Operation in experiment
64%	With sodium hydride In tetrahydrofuran at 0 - 20℃; for 24h;

Reference： [1]Jahan, Nusrat; Paul, Nawal; Petropolis, Christian J.; Marangoni, D. Gerrard; Grindley, T. Bruce [Journal of Organic Chemistry, 2009, vol. 74, # 20, p. 7762 - 7773]

31
[ 36884-29-4 ]
[ 3842-86-2 ]
[ 1203792-16-8 ]

Yield	Reaction Conditions	Operation in experiment
40%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran; mineral oil Inert atmosphere; Stage #2: 4-bromo-pent-4-enal In tetrahydrofuran; mineral oil at 20℃; for 16h; Inert atmosphere;

Reference： [1]Gansaeuer, Andreas; Worgull, Dennis; Knebel, Karsten; Huth, Inga; Schnakenburg, Gregor [Angewandte Chemie - International Edition, 2009, vol. 48, # 47, p. 8882 - 8885]

32
[ 3973-43-1 ]
[ 3842-86-2 ]
[ 1203792-15-7 ]

Yield	Reaction Conditions	Operation in experiment
80%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran; mineral oil Inert atmosphere; Stage #2: 4-methylpent-4-enal In tetrahydrofuran; mineral oil at 20℃; for 16h; Inert atmosphere;

Reference： [1]Gansaeuer, Andreas; Worgull, Dennis; Knebel, Karsten; Huth, Inga; Schnakenburg, Gregor [Angewandte Chemie - International Edition, 2009, vol. 48, # 47, p. 8882 - 8885]

33
[ 3842-86-2 ]
[ 145100-62-5 ]
[ 1203792-21-5 ]

Yield	Reaction Conditions	Operation in experiment
55%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran; mineral oil Inert atmosphere; Stage #2: 4-cyclohexyl-4-pentenal In tetrahydrofuran; mineral oil at 20℃; for 16h; Inert atmosphere;

Reference： [1]Gansaeuer, Andreas; Worgull, Dennis; Knebel, Karsten; Huth, Inga; Schnakenburg, Gregor [Angewandte Chemie - International Edition, 2009, vol. 48, # 47, p. 8882 - 8885]

34
[ 3842-86-2 ]
[ 1191029-24-9 ]

Yield	Reaction Conditions	Operation in experiment
63%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 2h; Stage #2: diethyl N,N-dimethylcarbamoylmethylphosphonate In tetrahydrofuran; mineral oil at 0 - 20℃;	18A Diethyl Λ/,Λ/-dimethylcarbamoylmethylphosphonate (prepared by the method of Paul A. Bartlett, Nicholas I. Carruthers, Beat M. Winter, and Karen P. Long. J.Org.Chem. 47, 1284-1291 , 1982) (4.1 g, 18 mmol) in THF (10 mL) is added in portions to a stirred suspension of NaH (0.45 g, 18 mmol) in THF (80 mL) at rt and the reaction mixture is stirred for 2 h, then cooled to 00C. A solution of 2,2-bis(octyloxymethyl)propanedial (1.6 g, 4.5 mmol) in THF (10 ml_) is added and the reaction mixture is stirred for 24 h at rt. A saturated aqueous ammonium chloride solution (20 mL) is added to the reaction mixture and then the volatile organic components are removed by concentration. The resulting solution is extracted with ethyl acetate (3 x 30 mL). The combined organic layers are washed with water (2 x 20 mL), brine (20 mL), dried (Na2SO4), filtered and concentrated. The residue is purified by flash column chromatography using a gradient of 80 to 90% EtOAc in hexanes as eluent, yielding compound 18a as a viscous liquid: yield 1.4g (63%); RF 0.35 (dichloromethane: methanol 94:6); 1H NMR δ 0.88 (t, 6H, J = 7 Hz, 2 x Me), 1.26-1.34 (br s, 2OH, 1O x CH2), 1.53 (pentet, 4H, J = 7 Hz, 2 OCH2CH2), 2.99 (s, 3H, NCH3), 3.05 (s, 3H, NCH3), 3.39 (t, 4H, J = 6.5 Hz, decyl OCH2), 3.49 (s, 4H, OCH2C), 6.36 (d, 2H, J = 16 Hz, COCHCH), 6.86 (d, 2H, J = 16 Hz, COCHCH); 13C NMR δ 166.8 (C=O), 145.3 (CH=CHC), 121.9 (COCH=), 72.9 (CH2CH2OC), 71.9 (OCH2C), 48.9 (q C), 37.5 (NCH3), 35.8 (NCH3), 32.0 (CH2CH2CH3), 29.77, 29.61 , 29.45 (3 octyl CH2), 26.4 (CH2CH2CH2O), 22.8 (CH2CH3), 14.2 (Me); HR ESI MS m/z calcd for C29H54N2O4Na (M+Na) 517.3976, found 517.3971.

Reference： [1]Current Patent Assignee: ST FRANCIS XAVIER UNIVERSITY - WO2010/48715, 2010, A1 Location in patent: Page/Page column 96-97

35
[ 1248555-92-1 ]
[ 3842-86-2 ]
[ 1248555-93-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In dichloromethane; mineral oil at 0℃; for 0.166667h; Stage #2: 2-(trimethylsilyl)ethyl 4-(4-formylphenyl)isoquinoline-6-carboxylate In dichloromethane; mineral oil for 1h;	13b (13b) 2-(Trimethylsilyl)ethyl 4-{4-[(1E)-3-(dimethylamino)-3-oxopropen-1-yl]phenyl}isoquinoline-5-carboxylate Diethyl [2-(dimethylamino)-2-oxoethyl]phosphonate (133 mg, 0.597 mmol) was dissolved in dichloromethane (4 mL), to which 55% sodium hydride (21 mg, 0.48 mmol) was added at 0°C, followed by stirring for 10 minutes. To this solution, 2-(trimethylsilyl)ethyl 4-(4-formylphenyl)isoquinoline-6-carboxylate (150 mg, 0.40 mmol) synthesized in Example 13 (13a) was added, followed by stirring for one hour. To the resulting reaction liquid, a saturated aqueous solution of ammonium chloride was added, followed by extraction with ethyl acetate. The resulting organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane : ethyl acetate, 100 : 0 - 35 : 65, V/V) to give the desired title compound (168 mg, yield 95%). 1H-NMR (CDCl3) δ: 0.05 (9H, s), 1.09-1.16 (2H, m), 3.11 (3H, s), 3.23 (3H, s), 4.40-4.52 (2H, m), 7.01 (1H, d, J = 15.4 Hz), 7.55 (2H, d, J = 8.3 Hz), 7.72 (2H, d, J = 8.3 Hz), 7.78 (1H, d, J = 15.4 Hz), 8.11 (1H, d, J = 8.5 Hz), 8.22 (1H, d, J = 8.5 Hz), 8.58 (1H, s), 8.64 (1H, s), 9.33 (1H, s). MS (FAB) m/z: 447 (M+H)+.

Reference： [1]Current Patent Assignee: DAIICHI SANKYO COMPANY, LIMITED - EP2418203, 2012, A1 Location in patent: Page/Page column 28

36
[ 1224174-07-5 ]
[ 3842-86-2 ]
(1R,2R)-N,N-dimethyl-2-(pent-4-en-1-yl)cyclopropane-1-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With sodium t-butanolate In 2-methyltetrahydrofuran at 0 - 78℃; for 20h; Inert atmosphere;	2 Example 2: Preparation of Cvclopropyl Amide A 2-L 3-neck round-bottom flask equipped with a condenser, an overhead stirrer under N2 was charged with 2-methyl-THF (600 mL, KF To a 2-MeTHF solution of chlorohydrin from Step 1 (36.9 g assay, 0.248 mol, KF = 220) from Example 1 was added diethyl[2-(dimethylamino)-2-oxoethyl] phosphonate (80.2 g, 86 wt%, 0.309 mol). This mixed solution (-230 mL) was transferred via cannula to the above sodium tert-butoxide solution over 10 min with the temperature rising to 18°C. The reaction solution was heated to 78°C and aged for 20 h. The reaction solution was cooled to RT (20°C), and water (375 mL) was added dropwise, while the internal temperature was maintained at For epoxide intermediate: XH NMR (500 MHz, CDC13) δ 5.82 (m, 1 H), 5.04 (d, J = 17.3 Hz, 1 H), 4.98 (d, J = 10.2 Hz, 1 H), 2.93 (m, 1 H), 2.76 (m, 1 H), 2.48 (m, 1 H), 2.13 (m, 2 H), 1.57 (m, 4 H). 1 C NMR (125 MHz, CDC13) δ 138.5, 115.0, 52.4, 47.3, 33.6, 32.1, 25.4. For N,N-dimethyl amide product: XH NMR (500 MHz, J^-MeOH) δ 5.81 (m, 1 H), 5.00 (m, 1 H), 4.93 (m, 1 H), 3.20 (s, 3 H), 2.94 (s, 3 H), 2.09 (m, 2 H), 1.67 (m, 1 H), 1.52 (m, 2 H), 1.37 (m, 1 H), 1.25 (m, 1 H), 1.07 (m, 1 H), 0.67 (m, 1 H). 13C NMR (125 MHz, < 4-MeOH) δ 175.8, 140.0, 115.2, 38.0, 36.4, 34.6, 33.7, 29.9, 23.2, 19.7, 15.5.
39 g	With sodium t-butanolate In 2-methyltetrahydrofuran at 78℃; for 20h; diastereoselective reaction;

Reference： [1]Current Patent Assignee: MERCK & CO INC - WO2015/57611, 2015, A1 Location in patent: Page/Page column 24-25
[2]Xu, Feng; Zhong, Yong-Li; Li, Hongming; Qi, Ji; Desmond, Richard; Song, Zhiguo J.; Park, Jeonghan; Wang, Tao; Truppo, Matthew; Humphrey, Guy R.; Ruck, Rebecca T. [Organic Letters, 2017, vol. 19, # 21, p. 5880 - 5883]

37
[ 1026660-51-4 ]
[ 3842-86-2 ]
(1R,2S)-N,N-dimethyl-2-(pent-2-yn-1-yl)cyclopropane-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With n-butyllithium In 2-methyltetrahydrofuran at -35 - 72℃; for 17.5h;	8 Example 8: Cyclopropanation To the solution of (s)-l-chlorohept-yn-2-ol (100.0 g, 76 wt%, 518 mmol) and diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate (140 g, 82 wt%, 518 mmol) in 2-Me-THF (1700 ml) at -35°C was added n-BuLi solution dropwise over 30 min maintaining temperature < -20°C. The reaction was allowed to warm up to RT then heated to reflux at 72°C for 17 h. The reaction was cooled to 10°C and quenched with 10 wt% brine (1000 ml). The organic layer was separated, dried over MgSC^, filtered and concentrated to yield 112.0 g red oil, which was purified by silica gel chromatography (30% EtO Ac/Hex) to yield desired product as a red oil (76.7g, IY= 67%) 1H NMR 5 (500 MHz, CDC13): 0.79-0.83 (m, 1H), 1.10 (q, J=7.45 Hz, 3H), 1.16- 1.20 (m, 1H), 1.46-1.52 (m, 1H), 1.69-1.73 (m, 1H), 2.12-2.17 (m, 2H), 2.25-2.3 l(m, 1H), 2.45- 2.49 (m, 1H), 2.96 (s, 3H), 3.18(s, 3H)

Reference： [1]Current Patent Assignee: MERCK & CO INC - WO2015/95430, 2015, A1 Location in patent: Page/Page column 55

38
[ 3842-86-2 ]
[ 953047-22-8 ]
(1R,2R)-2-allyl-N,N-dimethylcyclopropanecarboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With n-butyllithium In tetrahydrofuran; 2-methyltetrahydrofuran at -40℃; Reflux;	17 Example 1 -2-allyl-N \-dimethylcvclopropanecarboxamide To a RB flask was charged (S)-l-chloropent-4-en-2-ol (11.3 g, 68.2 mmol) from Example 16, and the material was further dried by concentrating with 2-MeTHF. Diethyl (2- (dimethylamino)-2-oxoethyl)phosphonate (21.3 g, 82 mmol) and THF (250mL) were then charged, and the mixture was then cooled to an internal temperature of -40°C. n-BuLi (66 mL, 165 mmol, 2.5M) was then slowly charged via syringe over 25 min, keeping the internal temperature below -28°C. The reaction was then allowed to warm to RT over approximately 20 min and then heated to an internal temperature of 55°C overnight. The mixture was then refluxed (4 h); the reaction was deemed complete by HPLC analysis and then cooled to 10°C, where it was quenched with half-saturated NH4C1 (160 mL). The layers were then separated, and the organic layer was washed 10% NaCl (2 x 50 mL) and then concentrated. The combined aqueous layers were then combined and back-extracted with EtOAc (50 mL). The layers were separated, and the organic layer was washed with 10% NaCl (20 mL). The final organic layers were combined and concentrated to yield a crude oil. The crude product was further purified via silica gel chromatographed (eluted with hexanes: EtOAc 1st 70: 30 then 50:50) to yield the desired product (8.01 g, 77% yield) upon concentration and flushing with THF.

Reference： [1]Current Patent Assignee: MERCK & CO INC - WO2015/95430, 2015, A1 Location in patent: Page/Page column 62

39
[ 3842-86-2 ]
C₃₉H₅₄N₄O₁₀ [ No CAS ]
C₄₃H₆₁N₅O₁₀ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
28%	With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1h;	8.2 8.2 Synthesis of 22 8.2 Synthesis of 22To a solution of 21 (50 mg, 0.224 mmol) in THF (1.0 mL) was added NaH (1.6 mg, 0.068 mmol) in anhydrous THF (0.2 mL) at 0° C. with stirring. The solution was then stirred at room temperature until it became clear. Then 8 (40 mg, 0.054 mmol) was added to the clear solution and the mixture stirred at room temperature for 1 h. The mixture was quenched with water (10 mL) and extracted with EA (3×20 mL). The organic layer was washed with brine and dried over Na2SO4, filtered, evaporated. The residue was purified by Prep HPLC [Column: Spring C18(25*250 mm, 10 μm), Mobile phase: A:H2O B:Acetonitrile, Gradient: B from 30% to 40% over 10 min] to obtained 22 as a white solid (12.4 mg, 28%). LC-MS: 808 [M+1]+. See FIG. 6 for 1H NMR.

Reference： [1]Current Patent Assignee: ABLIVA AB - US9119853, 2015, B2 Location in patent: Page/Page column 71; 72; 73; 74

40
[ 3842-86-2 ]
4-(1-cyclohexyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)benzaldehyde [ No CAS ]
(E)-3-(4-(1-cyclohexyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)phenyl)-N,N-dimethylacrylamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In chloroform; acetonitrile at 20℃; for 4h;

Reference： [1]Forster, Michael; Chaikuad, Apirat; Dimitrov, Teodor; Döring, Eva; Holstein, Julia; Berger, Benedict-Tilman; Gehringer, Matthias; Ghoreschi, Kamran; Müller, Susanne; Knapp, Stefan; Laufer, Stefan A. [Journal of Medicinal Chemistry, 2018, vol. 61, # 12, p. 5350 - 5366]

41
[ 3842-86-2 ]
3-(1-cyclohexyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)benzaldehyde [ No CAS ]
(E)-3-(3-(1-cyclohexyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)phenyl)-N,N-dimethylacrylamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In chloroform; acetonitrile at 20℃; for 2h;

42
[ 3842-86-2 ]
5-(1-cyclohexyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)furan-2-carbaldehyde [ No CAS ]
(E)-3-(5-(1-cyclohexyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)furan-2-yl)-N,N-dimethylacrylamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In chloroform; acetonitrile at 20℃; for 2h;

43
[ 3842-86-2 ]
[ 129241-89-0 ]
(E,2S)-2-[bis(tert-butoxycarbonyl)amino]-7-(dimethylamino)-7-oxohept-5-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1.1 g	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With lithium hexamethyldisilazane In 1,2-dimethoxyethane at 0℃; for 0.5h; Stage #2: tert-butyl (2S)-2-{bis[(tert-butoxy)carbonyl]amino}-5-oxopentanoate In 1,2-dimethoxyethane at 0℃; for 1h;	3 To a solution of 2-diethoxyphosphoryl-N,N-dimethyl-acetamide (633 mg, 2.84 mmol) in DME (10 mL) was added LiHMDS (1 M, 2.84 mL) at 0 °C. The mixture was stirred at °C for 0.5 h. Then tert-butyl (2S)-2-[bis(tert-butoxycarbonyl)amino]-5-oxo- pentanoate (1 g, 2.58 mmol) in DME (5 mL) was added , the mixture was stirred at 0 °C for 1 h. The mixture was added H2O (50 mL), and extracted with EtOAc (30 mL × 3). The combined organic layers were washed with brine (30 mL × 3), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography to give (E,2S)-2-[bis(tert-butoxycarbonyl)amino]-7- (dimethylamino)-7-oxo-hept-5-enoate (I-85) (1.1 g) as a yellow oil.1H NMR (400 MHz, CDCl3) d 6.93-6.78 (m, 1H), 6.27 (d, J = 15.2 Hz, 1H), 4.80-4.64 (m, 1H), 3.09-2.94 (m, 6H), 2.30-2.16 (m, 3H), 2.03-1.95 (m, 1H), 1.49 (s, 18H), 1.43 (s, 9H).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2020/33784, 2020, A1 Location in patent: Paragraph 00326

44
[ 3842-86-2 ]
(2S)-tert-butyl-2-[tert-butoxycarbonyl-[2-[tert-butyl(diphenyl)silyl]oxyethoxycarbonyl]amino]-5-oxopentanoate [ No CAS ]
tert-butyl (E,2S)-2-[tert-butoxycarbonyl-[2-[tert-butyl(diphenyl)silyl]oxyethoxycarbonyl]amino]-7-(dimethylamino)-7-oxohept-5-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
23%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran at -5 - 20℃; for 0.5h; Stage #2: (2S)-tert-butyl-2-[tert-butoxycarbonyl-[2-[tert-butyl(diphenyl)silyl]oxyethoxycarbonyl]amino]-5-oxopentanoate In tetrahydrofuran at -5℃; for 0.5h;	39 Example 39: To a stirring solution of diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate (2.18 g, 9.77 mmol) in THF (50 mL) was added NaH (391 mg, 9.77 mmol) at -5 °C. The resulting suspension was stirred at 20 °C for 0.5 h. A solution of tert-butyl(2S)-2-[tert-butoxycarbonyl- [2-[tert-butyl(diphenyl)silyl]oxyethoxycarbonyl]amino]-5-oxo-pentanoate (5 g, 8.15 mmol) in THF (20 mL) was then added dropwise at -5 °C over 0.5 h. The reaction mixture(combined with the other four bateches) was poured into saturated NH4Cl solution (200 mL) and extracted with EtOAc (200 mL × 2). The combined organic layers were washed with brine (500 mL) and dried over anhydrous Na2SO4, filtered and concentrated in vacuum to give a residue. The residue was purified by silica gel chromatography to give tert- butyl(E,2S)-2-[tert-butoxycarbonyl-[2-[tert-butyl(diphenyl)silyl]oxyethoxycarbonyl]amino]- 7-(dimethylamino)-7-oxo-hept-5-enoate (I-352) (6.3 g, 23% yield) as a colorless oil.1H NMR (400 MHz, CDCl3) d 7.69-7.64 (m, 4H), 7.45-7.36 (m, 6H), 6.88-6.79 (m, 1H), 6.24 (d, J = 14.8 Hz, 1H), 4.86-4.78 (m, 1H), 4.39-4.21 (m, 2H), 3.88 (t, J = 5.2 Hz, 2H), 3.49 (s, 3H), 3.02 (s, 3H), 2.99 (s, 3H), 2.30-2.19 (m, 3H), 2.14-1.97 (m, 1H), 1.49 (s, 9H), 1.43 (s, 9H), 1.05 (s, 9H).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2020/33784, 2020, A1 Location in patent: Paragraph 00621

45
[ 3842-86-2 ]
(S)-tert-butyl 2-((dimethylcarbamoyl)oxy)-5-oxopentanoate [ No CAS ]
(S,E)-tert-butyl 7-(dimethylamino)-2-((dimethylcarbamoyl)oxy)-7-oxohept-5-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With potassium <i>tert</i>-butylate In tetrahydrofuran at 0℃; for 0.5h; Stage #2: (S)-tert-butyl 2-((dimethylcarbamoyl)oxy)-5-oxopentanoate In tetrahydrofuran at 0℃; for 0.5h;	To a mixture of diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate (I-35) (310 mg, 1.39 mmol) in THF (10 mL) was added t-BuOK (156 mg, 1.39 mmol) at 0 °C. The mixture was stirred at 0 °C for 0.5 h. (S)-tert-butyl 2-((dimethylcarbamoyl)oxy)-5- oxopentanoate (I-34) (0.3 g, 1.16 mmol) in THF (5 mL) was added to the above solution. The mixture was stirred at 0 °C for 0.5 h. The resulting solution was diluted with water (10 mL) and extracted with ethyl acetate (20 mL × 2). The combined organic layers were washed with brine (30 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuum to give a residue. The residue was purified by silica gel chromatography to afford (S,E)-tert-butyl 7- (dimethylamino)-2-((dimethylcarbamoyl)oxy)-7-oxohept-5-enoate (I-36) (0.3 g, 78% yield) as a colorless oil.

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2020/33784, 2020, A1 Location in patent: Paragraph 00280

46
[ 3842-86-2 ]
tert-butyl 3,3-dideuterio-2-(dimethylcarbamoyloxy)-5-oxopentanoate [ No CAS ]
tert-butyl (E)-3,3-dideuterio-7-(dimethylamino)-2-(dimethylcarbamoyloxy)-7-oxohept-5-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
3 g	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran at -10℃; for 0.166667h; Stage #2: tert-butyl 3,3-dideuterio-2-(dimethylcarbamoyloxy)-5-oxopentanoate In tetrahydrofuran at -10℃; for 1h;	To a solution of diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate (I-35) (2.77 g, 12.4 mmol) in THF (20 mL) was added NaH (496 mg, 12.4 mmol, 60% purity) at -10 °C, The mixture was stirred for 10 min. Then the solution of tert-butyl 3,3-dideuterio-2- (dimethylcarbamoyloxy)-5-oxo-pentanoate (I-52) (2.7 g, 10.3 mmol) in THF (10 mL) was add dropwise to the reaction at -10 °C. After stirred at -10 °C for 1 h, the mixture was poured into H2O (100 mL). The resultant was extracted with EtOAc (50 mL × 3). The combined organic layers were dried over Na2SO4, filtered and concentrated to give tert-butyl (E)-3,3- dideuterio-7-(dimethylamino)-2-(dimethylcarbamoyloxy)-7-oxo-hept-5-enoate (I-53) (3.0 g, 8.72 mmol) as a light yellow oil. LCMS m/z 331.1 (M+1)+.

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2020/33784, 2020, A1 Location in patent: Paragraph 00291

47
[ 590-14-7 ]
[ 3842-86-2 ]
C₁₁H₂₂NO₄P [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: diethyl N,N-dimethylcarbamoylmethylphosphonate With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: 1-bromo-1-propene at 0 - 20℃;

Reference： [1]Lankelma, Marianne; Zhou, Minghui; de Bruin, Bas; van der Vlugt, Jarl Ivar [Angewandte Chemie - International Edition, 2020, vol. 59, # 27, p. 11073 - 11079][Angew. Chem., 2020, vol. 132, # 27, p. 11166 - 11172,7]

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Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
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Code	Phrase
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P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
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P230	Keep wetted
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P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P321
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P378
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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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P401
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P411
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P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 3842-86-2 ] {[proInfo.proName]}

Quality Control of [ 3842-86-2 ]

Related Doc. of [ 3842-86-2 ]

Product Details of [ 3842-86-2 ]

Safety of [ 3842-86-2 ]

Application In Synthesis of [ 3842-86-2 ]

[ 3842-86-2 ] Synthesis Path-Downstream 1~47

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry