Home Cart 0 Sign in  
X

[ CAS No. 124931-12-0 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 124931-12-0
Chemical Structure| 124931-12-0
Chemical Structure| 124931-12-0
Structure of 124931-12-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Quality Control of [ 124931-12-0 ]

Related Doc. of [ 124931-12-0 ]

SDS
Alternatived Products of [ 124931-12-0 ]

Product Details of [ 124931-12-0 ]

CAS No. :124931-12-0 MDL No. :MFCD00134233
Formula : C8H18NO5P Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :239.21 g/mol Pubchem ID :-
Synonyms :

Safety of [ 124931-12-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 124931-12-0 ]

* 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 [ 124931-12-0 ]

[ 124931-12-0 ] Synthesis Path-Downstream   1~32

  • 1
  • [ 26489-02-1 ]
  • [ 124931-12-0 ]
  • [ 141868-91-9 ]
YieldReaction ConditionsOperation in experiment
94% With sodium hydride In diethyl ether for 1h; 0 deg C to room temperature;
50% With sodium hydride In tetrahydrofuran at -78 - 20℃; for 17h; Inert atmosphere;
  • 2
  • [ 124931-12-0 ]
  • [ 432-25-7 ]
  • [ 141208-06-2 ]
YieldReaction ConditionsOperation in experiment
71% With n-butyllithium In tetrahydrofuran; hexane for 24h; Ambient temperature;
With sodium hydride In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
1.43 g Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In 1,4-dioxane at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;
  • 3
  • [ 124931-12-0 ]
  • [ 150943-17-2 ]
  • [ 153474-56-7 ]
  • [ 150943-18-3 ]
YieldReaction ConditionsOperation in experiment
1: 73% 2: 4.6% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: (2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone In tetrahydrofuran at 20℃; for 14h;
1: 67% 2: 7.7% In methanol at -78 - 20℃; for 25h;
With sodium hydride In tetrahydrofuran at 0℃; Yield given. Yields of byproduct given;
  • 4
  • [ 124931-12-0 ]
  • [ 108-94-1 ]
  • [ 124931-20-0 ]
YieldReaction ConditionsOperation in experiment
91% With sodium hydride In diethyl ether for 1h; 0 deg C to room temperature;
With n-butyllithium 1.) THF, -78 deg C, 2.) 0 deg C, 1 h; Yield given. Multistep reaction;
  • 5
  • [ 124931-12-0 ]
  • [ 100-52-7 ]
  • N-methoxy-N-methylcinnamamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: benzaldehyde In tetrahydrofuran at -78 - 20℃; HWE Reaction; General Procedure A General procedure: Diethyl 2-[methoxy(methyl)amino]-2-oxoethylphosphonate (1; 1.2 equiv) was dissolved in anhyd THF and NaH (1.2 equiv) was added portionwise at r.t. until gas evolution ceased. The mixture was then cooled to -78 °C and the appropriate benzaldehyde derivative (1 equiv) dissolved in anhyd THF was added. The reaction mixture was stirred at -78 °C for 1 h, then allowed to warm to r.t. and stirred overnight. H2O (10 mL) was added, the layers were separated, and the organic layer was washed with sat. aq NaHCO3 (2 × 10 mL). The combined aqueous phases were extracted with EtOAc (3 × 15 mL). The combined organic phases were then washed with brine (2 × 10 mL) ,dried (MgSO4), and concentrated in vacuo. If necessary, the crude product was purified by flash column chromatography (FCC) using the indicated eluent.
91% With sodium hydride In diethyl ether for 1h; 0 deg C to room temperature;
  • 6
  • [ 67442-07-3 ]
  • [ 122-52-1 ]
  • [ 124931-12-0 ]
YieldReaction ConditionsOperation in experiment
78% at 100℃; for 18h; A solution of <strong>[67442-07-3]2-chloro-N-methoxy-N-methylacetamide</strong> (2.48 g,17.7 mmol) and triethyl phosphite (3.00 mL, 17.7 mmol) was heated to 100 °C for 18 h. The crude product was purified by flash column chromatography (0?2percent MeOH in CH2Cl2) to give 1 as a colorless oil; yield: 3.31 g (13.8 mmol; 78percent); Rf = 0.42 (2percent MeOH in CH2Cl2); HPLC purity (method b): >95percent (210 nm), >95percent (254 nm). IR (ATR): 2985, 2940, 2908, 1659, 1381, 1253, 1050, 1020, 998, 961 cm?1. 1H NMR (400 MHz, CDCl3): delta = 4.26?4.07 (m, 4 H, 2 × OCH2CH3), 3.76(s, 3 H, OCH3), 3.20 (s, 3 H, NCH3), 3.15 (d, J = 22.1 Hz, 2 H, 1-H), 1.33(td, J = 7.1, 0.6 Hz, 6 H, 2 × OCH2CH3). 13C NMR (101 MHz, CDCl3): delta = 166.2 (C-2), 62.7 (2 × OCH2CH3), 61.6(OCH3), 32.3 (NCH3), 30.9 (C-1), 16.5 (2 × OCH2CH3). HRMS (ESI): m/z [M + H]+ calcd for C8H19NO5P+: 240.0995; found: 240.0996.
  • 7
  • [ 124931-12-0 ]
  • [ 121660-37-5 ]
  • [ 141750-56-3 ]
  • 8
  • [ 124931-12-0 ]
  • [ 33603-83-7 ]
  • [ 180779-72-0 ]
YieldReaction ConditionsOperation in experiment
80% With potassium <i>tert</i>-butylate
80% With potassium <i>tert</i>-butylate In tetrahydrofuran 1.) 0 deg C, 30 min, 2.) -78 deg C, 1 h;
  • 9
  • [ 762-04-9 ]
  • [ 67442-07-3 ]
  • [ 124931-12-0 ]
  • 10
  • [ 124931-12-0 ]
  • [ 193337-38-1 ]
  • [ 193337-41-6 ]
YieldReaction ConditionsOperation in experiment
85% With n-butyllithium In tetrahydrofuran at 0℃;
  • 11
  • [ 124931-12-0 ]
  • [ 555-16-8 ]
  • [ 253122-46-2 ]
YieldReaction ConditionsOperation in experiment
98% With sodium methylate In tetrahydrofuran at 20℃; for 0.333333h;
  • 12
  • [ 124931-12-0 ]
  • [ 123-11-5 ]
  • [ 243665-13-6 ]
YieldReaction ConditionsOperation in experiment
100% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -78 - 20℃; HWE Reaction; General Procedure A General procedure: Diethyl 2-[methoxy(methyl)amino]-2-oxoethylphosphonate (1; 1.2 equiv) was dissolved in anhyd THF and NaH (1.2 equiv) was added portionwise at r.t. until gas evolution ceased. The mixture was then cooled to -78 °C and the appropriate benzaldehyde derivative (1 equiv) dissolved in anhyd THF was added. The reaction mixture was stirred at -78 °C for 1 h, then allowed to warm to r.t. and stirred overnight. H2O (10 mL) was added, the layers were separated, and the organic layer was washed with sat. aq NaHCO3 (2 × 10 mL). The combined aqueous phases were extracted with EtOAc (3 × 15 mL). The combined organic phases were then washed with brine (2 × 10 mL) ,dried (MgSO4), and concentrated in vacuo. If necessary, the crude product was purified by flash column chromatography (FCC) using the indicated eluent.
97% With sodium methylate In tetrahydrofuran at 20℃; for 0.333333h;
93% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at -10 - 0℃; Inert atmosphere; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -10 - 20℃; Inert atmosphere;
66% With sodium hydride In tetrahydrofuran at -78 - 20℃; for 17h; Inert atmosphere;

  • 13
  • [ 124931-12-0 ]
  • (2R)-2-benzyloxycarbonylamino-3-(4-methoxybenzylsulfanyl)-succinic acid 1-methyl ester 4-tert-butyl ester [ No CAS ]
  • (2R,3R,4E)-3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-5-[N-methyl-N-methoxy carbamoyl]pent-4-enoic acid tert-butyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: (2R)-2-benzyloxycarbonylamino-3-(4-methoxybenzylsulfanyl)-succinic acid 1-methyl ester 4-tert-butyl ester With diisobutylaluminium hydride In tetrahydrofuran; hexane; toluene at -78 - 20℃;
  • 14
  • [ 124931-12-0 ]
  • [ 23637-56-1 ]
  • (+/-)-N-methoxy-N-methyl-2-(2t-benzoyl-3c-phenylcycloprop-1r-yl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With methyllithium In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 3,6-diphenyl-3,6-dihydro-1,2-dioxine In tetrahydrofuran for 3h; Further stages.;
  • 15
  • [ 124931-12-0 ]
  • [ 53646-91-6 ]
  • trans-(+/-)-N-methoxy-N-methyl-2-(2-benzoylcyclopropyl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With methyllithium In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 3-phenyl-3,6-dihydro-1,2-dioxine In tetrahydrofuran for 3h; Further stages.;
  • 16
  • [ 124931-12-0 ]
  • [ 445306-60-5 ]
  • [ 445306-61-6 ]
YieldReaction ConditionsOperation in experiment
92% With sodium hydride In tetrahydrofuran at 20℃;
92% With sodium hydride In tetrahydrofuran at 20℃; for 1.5h;
  • 17
  • [ 124931-12-0 ]
  • (2S,4RS)-5-(tert-butyldimethylsilyloxy)-2-methyl-4-(trimethoxymethylphenyl)pentanal [ No CAS ]
  • [ 478303-49-0 ]
  • (4S,6S)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enoic acid methoxymethylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 57% 2: 35% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: (2S,4RS)-5-(tert-butyldimethylsilyloxy)-2-methyl-4-(trimethoxymethylphenyl)pentanal In tetrahydrofuran at 20℃; for 2.5h;
  • 18
  • [ 124931-12-0 ]
  • [ 111865-84-0 ]
  • [ 526217-80-1 ]
YieldReaction ConditionsOperation in experiment
93% With sodium hydride In tetrahydrofuran at 0 - 20℃; for 5h;
  • 19
  • [ 124931-12-0 ]
  • C28H44O10 [ No CAS ]
  • C32H51NO11 [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.171 g Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: C28H44O10 In tetrahydrofuran at 20℃; for 0.5h;
  • 20
  • [ 124931-12-0 ]
  • [ 623151-46-2 ]
  • [ 623151-47-3 ]
YieldReaction ConditionsOperation in experiment
87% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.16667h; Stage #2: (5Z,7E)-(3R,4R)-4-(tert-butyldimethylsilanyloxy)-10-(tert-butyldiphenylsilanyloxy)-3-methyldeca-5,7-dienal In tetrahydrofuran at 20℃; for 1.16667h;
  • 21
  • [ 862893-91-2 ]
  • [ 124931-12-0 ]
  • [ 862893-92-3 ]
YieldReaction ConditionsOperation in experiment
77% With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In acetonitrile at 20℃; for 2h;
  • 22
  • [ 863407-41-4 ]
  • [ 124931-12-0 ]
  • [ 863407-46-9 ]
YieldReaction ConditionsOperation in experiment
48% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: [6-fluoro-1-(4-toluenesulfonyl)indol-3-yl]carboxaldehyde In tetrahydrofuran at 0℃;
  • 23
  • [ 863407-42-5 ]
  • [ 124931-12-0 ]
  • [ 863407-47-0 ]
YieldReaction ConditionsOperation in experiment
59% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: [4-fluoro-1-(4-toluenesulfonyl)indol-3-yl]carboxaldehyde In tetrahydrofuran at 0℃;
  • 24
  • [ 863407-40-3 ]
  • [ 124931-12-0 ]
  • [ 863407-45-8 ]
YieldReaction ConditionsOperation in experiment
53% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: [7-fluoro-1-(4-toluenesulfonyl)indol-3-yl]carboxaldehyde In tetrahydrofuran at 0℃;
  • 25
  • [ 468718-26-5 ]
  • [ 124931-12-0 ]
  • [ 468718-27-6 ]
YieldReaction ConditionsOperation in experiment
77% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: 3-formyl-1-(4-toluenesulfonyl)-1H-indole-6-carbonitrile In tetrahydrofuran at 0℃;
  • 26
  • [ 863407-39-0 ]
  • [ 124931-12-0 ]
  • [ 863407-44-7 ]
YieldReaction ConditionsOperation in experiment
85% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: 3-formyl-1-(4-toluenesulfonyl)-1H-indole-4-carbonitrile In tetrahydrofuran at 0℃;
  • 27
  • [ 468717-73-9 ]
  • [ 124931-12-0 ]
  • [ 468717-74-0 ]
YieldReaction ConditionsOperation in experiment
91% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: 3-formyl-1-(toluene-4-sulfonyl)-1H-indole-5-carbonitrile In tetrahydrofuran at 0℃; for 1h;
  • 28
  • [ 863407-38-9 ]
  • [ 124931-12-0 ]
  • [ 863407-43-6 ]
YieldReaction ConditionsOperation in experiment
88% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: 3-formyl-1-(4-toluenesulfonyl)-1H-indole-7-carbonitrile In tetrahydrofuran at 0℃;
  • 29
  • [ 124931-12-0 ]
  • [ 217489-00-4 ]
  • [ 468717-78-4 ]
YieldReaction ConditionsOperation in experiment
88% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; Stage #2: 5-fluoro-1-(p-tolylsulfonyl)indole-3-carboxaldehyde In tetrahydrofuran at 0℃;
88% In tetrahydrofuran 2 Trans-1-(N,N-dimethylaminomethyl)-2-[5-fluoroindol-3-yl]cyclopropane A solution of diethyl (N-methoxy-N-methylcarbamoylmethyl) phosphonate (5.64 ml, 6.54 g, 27.4 mmol) in anhydrous tetrahydrofuran (25 ml) was added to a stirred suspension of oil free sodium hydride (1.05 g, 27.4 mmol) in anhydrous tetrahydrofuran (350 ml) maintained at 0° C. The reaction was warmed to room temperature and was stirred for 2 h. After cooling to 0° C., [5-fluoro-1-(p-toluenesulfonyl)indol-3-yl]carboxaldehyde (7.24 g, 22.8 mmol) was added. The resulting mixture was stirred at 0° C. for 30 min. The reaction was quenched with aqueous hydrochloric acid (0.1 N) and poured into water (150 ml). After being made acidic with hydrochloric acid (1.0 N), the aqueous portion was extracted with ethyl acetate (3*100 ml). The combined organic layers were washed with brine (50 ml) and dried over anhydrous sodium sulfate. The filtrate was concentrated in vacuo. The crude product was purified by recrystallization from ethyl acetate to afford a total of 8.03 g (88% yield) of (E)-[5-fluoro-1-(p-toluenesulfonyl)indol-3-yl]-N-methoxy-N-methylacrylamide as a white solid: mp 199-200° C. (dec.); 1H NMR (400 MHz, DMSO-d6) 8.56 (1 H, s), 7.99 (1 H, m), 7.93 (2 H, d, J=8.4 Hz), 7.68 (2 H, m), 7.42 (2 H, d, J=8.1 Hz), 7.28 (1 H, t, J=9.2 Hz), 7.12 (1 H, d, J=16 Hz), 3.77 (3 H, s), 3.22 (3 H, s), 2.33 (3 H, s); MS m/e 403 (M+H)+. Anal. Calcd. For C20H19FN2O4S: C, 59.69; H, 4.75; N 6.96. Found: C, 59.60; H, 4.70; N, 6.86.
  • 30
  • [ 124931-12-0 ]
  • [ 1489-69-6 ]
  • [ 141580-89-4 ]
YieldReaction ConditionsOperation in experiment
90% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: Cyclopropanecarboxaldehyde In tetrahydrofuran at 20℃; for 2h; Further stages.;
79% Stage #1: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: Cyclopropanecarboxaldehyde In tetrahydrofuran at 20℃; for 4h;
  • 31
  • [ 20780-76-1 ]
  • [ 124931-12-0 ]
  • (E)-2-(5-iodo-2-oxoindolin-3-ylidene)-N-methoxy-N-methylacetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
41% With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 18h;
  • 32
  • [ 124931-12-0 ]
  • [ 689258-07-9 ]
YieldReaction ConditionsOperation in experiment
With NaH In tetrahydrofuran 63.3 (2-{2,3-Difluoro-4-[2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethoxy]phenyl}cyclopropyl)acetic acid Trifluoroacetate. Step 3: (2E)-3-(2,3-Difluoro-4-methoxyphenyl)-N-methoxy-N-methylprop-2-enamide. Diethyl (N-methoxy-N-methylcarbamoylmethyl)-phosphonate (4.8 g) was added to a suspension of 95% NaH (550 mg) in THF (40 mL) under nitrogen atmosphere. The mixture was stirred at an ambient temperature for 10 minutes, and was treated with the product of step 2 (3.44 grams). The mixture was stirred at room temperature for 1 hour and was quenched with water (10 mL). The mixture was concentrated in vacuoo afforded an oily residue. The residue was extracted with ethyl acetate, washed with water, dried (Na2SO4) and concentrated to yield 3.2 grams of the title compound as white solid. 1H-NMR(CDCl3): 7.72 (d, 1H), 7.22(m, 1H), 7.15(d, 1H), 6.75(m,1H), 3.92(s, 3H), 3.78(s, 3H), 3.3(s, 3H).
Historical Records