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[ CAS No. 3842-86-2 ]

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Chemical Structure| 3842-86-2
Chemical Structure| 3842-86-2
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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 :P(=O)(OCC)(OCC)CC(=O)N(C)C
M.W :223.21 g/mol Pubchem ID :-
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   1~31

  • 1
  • [ 122-52-1 ]
  • [ 2675-89-0 ]
  • [ 3842-86-2 ]
YieldReaction ConditionsOperation 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).

  • 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 ]
  • 3
  • [ 3842-86-2 ]
  • [ 148680-22-2 ]
  • [ 148680-23-3 ]
  • 4
  • [ 127-19-5 ]
  • [ 814-49-3 ]
  • [ 3842-86-2 ]
YieldReaction ConditionsOperation in experiment
With lithium diisopropyl amide 1.) THF, hexane, 12-15 deg C, 2.) THF, hexane, RT,; Yield given. Multistep reaction;
  • 5
  • [ 3842-86-2 ]
  • [ 4637-24-5 ]
  • [ 98934-36-2 ]
YieldReaction ConditionsOperation in experiment
95% With calcium chloride for 2h; Heating;
  • 6
  • [ 3842-86-2 ]
  • [ 190974-29-9 ]
  • [ 190974-49-3 ]
YieldReaction ConditionsOperation in experiment
67% With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃;
  • 7
  • [ 683-08-9 ]
  • [ 3842-86-2 ]
YieldReaction ConditionsOperation in experiment
68% With n-butyllithium; lithium diisopropyl amide In tetrahydrofuran; hexane at -60℃;
  • 8
  • [ 3842-86-2 ]
  • [ 116777-68-5 ]
  • [ 116777-68-5 ]
  • [ 116777-68-5 ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium In tetrahydrofuran
  • 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 ]
YieldReaction ConditionsOperation 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;
  • 10
  • [ 89424-83-9 ]
  • [ 3842-86-2 ]
  • 3-(1,3-dihydro-isobenzofuran-5-yl)-<i>N</i>,<i>N</i>-dimethyl-acrylamide [ No CAS ]
  • 11
  • [ 3842-86-2 ]
  • [ 86-81-7 ]
  • (E)-N,N-dimethyl-3-(3,4,5-trimethoxyphenyl)acrylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With potassium hydroxide In tetrahydrofuran at 20℃; for 1h;
  • 12
  • [ 3842-86-2 ]
  • [ 378787-86-1 ]
  • [ 378787-87-2 ]
YieldReaction ConditionsOperation 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
  • 13
  • [ 62142-34-1 ]
  • [ 3842-86-2 ]
  • [ 853928-53-7 ]
YieldReaction ConditionsOperation 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;
  • 14
  • [ 3842-86-2 ]
  • [ 117954-70-8 ]
  • [ 897921-28-7 ]
YieldReaction ConditionsOperation 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;
  • 15
  • [ 3842-86-2 ]
  • [ 96-22-0 ]
  • 3-ethyl-N,N-dimethyl-2-pentenamide [ No CAS ]
YieldReaction ConditionsOperation 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;
  • 16
  • [ 3842-86-2 ]
  • [ 98934-39-5 ]
YieldReaction ConditionsOperation 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
  • 17
  • [ 3842-86-2 ]
  • [ 98934-59-9 ]
YieldReaction ConditionsOperation 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
  • 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 ]
YieldReaction ConditionsOperation 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)
  • 19
  • [ 1117-52-8 ]
  • [ 3842-86-2 ]
  • N,N-dimethyl-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenamide [ No CAS ]
YieldReaction ConditionsOperation 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)
  • 20
  • [ 39482-50-3 ]
  • [ 3842-86-2 ]
  • [ 1006584-66-2 ]
YieldReaction ConditionsOperation 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.;
  • 21
  • [ 993-67-9 ]
  • [ 3842-86-2 ]
  • [ 1006584-77-5 ]
YieldReaction ConditionsOperation 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 ]
YieldReaction ConditionsOperation 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.;
  • 23
  • ammonium hexafluorophosphate [ No CAS ]
  • hydrated ammonium tetrachlorouranate(III) [ No CAS ]
  • [ 3842-86-2 ]
  • [U(diethyl-N,N-dimethylcarbamoylmethylenephosphonate)4][PF6]3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol N2-atmosphere; dissoln. of NH4UCl4 in soln. of ligand, addn. of NH4PF6 soln.;
  • 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 ]
YieldReaction ConditionsOperation in experiment
In ethanol N2-atmosphere; dissoln. of NH4UCl4 in soln. of ligand, addn. of NaBPh4 soln.;
  • 25
  • [ 3842-86-2 ]
  • [ 667419-29-6 ]
  • C19H29NO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With sodium hydride In tetrahydrofuran at 0 - 20℃;
  • 26
  • 3-dimethylamino-butyraldehyde [ No CAS ]
  • [ 3842-86-2 ]
  • C10H20N2O [ No CAS ]
  • [ 1119825-11-4 ]
YieldReaction ConditionsOperation 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;
  • 27
  • [ 1191029-17-0 ]
  • [ 3842-86-2 ]
  • [ 1191029-24-9 ]
YieldReaction ConditionsOperation in experiment
63% With sodium hydride In tetrahydrofuran at 0 - 20℃; for 24h;
  • 28
  • [ 1191029-18-1 ]
  • [ 3842-86-2 ]
  • [ 1191029-25-0 ]
YieldReaction ConditionsOperation in experiment
64% With sodium hydride In tetrahydrofuran at 0 - 20℃; for 24h;
  • 29
  • [ 1191029-19-2 ]
  • [ 3842-86-2 ]
  • [ 1191029-27-2 ]
YieldReaction ConditionsOperation in experiment
69% With sodium hydride In tetrahydrofuran at 0 - 20℃; for 24h;
  • 30
  • [ 1191029-21-6 ]
  • [ 3842-86-2 ]
  • [ 1191029-29-4 ]
YieldReaction ConditionsOperation in experiment
64% With sodium hydride In tetrahydrofuran at 0 - 20℃; for 24h;
  • 31
  • [ 36884-29-4 ]
  • [ 3842-86-2 ]
  • [ 1203792-16-8 ]
YieldReaction ConditionsOperation 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;
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