DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
Cas:867-13-0
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inquiryItems Standard Result Appearance Colorless oily liquid Conforms Assay ≥99%
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inquiryTriethyl phosphonoacetate CAS: 867-13-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic
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Email Us: admin07@hsnm.com.cn quick details of Triethyl phosphonoacetate raw liquids Product Name Triethyl phosphonoacetate CAS 867-13-0 MF C8H17O5P MW 224.19 EINECS 212-757-6 MOL File 867-13-0.mol Chemical Properties Melting point -24°
A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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inquiryProduct Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
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inquiryProduct name: Triethyl Phosphonacetic Acid CAS No.:867-13-0 Molecule Formula:C8H17O5P Molecule Weight:224.19 Purity: 98.0% Package: 200kg/drum Description:Colorless to light yellow liquid Manufacture Standards:Enterprise Standard
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inquiryGMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,
Product Name: Triethyl phosphonoacetate CAS: 867-13-0 MF: C8H17O5P MW: 224.19 EINECS: 212-757-6 Mol File: 867-13-0.mol Triethyl phosphonoacetate Structure Triethyl phosphonoacetate Chemical Properties Melting point -24°C B
Cas:867-13-0
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inquiryethyl bromoacetate
triethyl phosphite
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
at 60 - 80℃; for 0.5h; Arbusov reaction; | 100% |
at 150℃; for 3h; | 99% |
for 0.0333333h; Michaelis-Arbuzov reaction; microwave irradiation; | 98% |
chloroacetic acid ethyl ester
triethyl phosphite
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
In toluene at 170℃; under 7500.75 Torr; for 0.333333h; Pressure; Temperature; Arbuzov Reaction; Large scale; | 95% |
at 120 - 165℃; for 2h; | 93% |
for 2h; Inert atmosphere; Reflux; | 63% |
Conditions | Yield |
---|---|
With triethyl phosphite | 89.3% |
triethyl phosphate
ethyl bromoacetate
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
at 140℃; for 3h; | 88% |
diazoacetic acid ethyl ester
phosphonic acid diethyl ester
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With copper acetylacetonate In benzene Product distribution; Heating; other catalysts, other diazo compounds, other hydrophosphoryl compounds; | 83% |
copper acetylacetonate In benzene for 1h; Heating; | 83% |
With copper acetylacetonate In benzene Heating; | 83% |
With trifluorormethanesulfonic acid In benzene Heating; | 2% |
chloroacetic acid ethyl ester
phosphonic acid diethyl ester
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate; 18-crown-6 ether at 80℃; for 6h; | 77% |
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane at 0 - 5℃; for 0.333333h; | 55% |
With potassium carbonate In ethanol at 78℃; for 2h; Substitution; Michaelis-Becker reaction; | 33% |
methyl vinyl ketone
diethyl 1-iodo-1-carbethoxy-methylphosphonate
A
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With triethyl borane; tri-n-butyl-tin hydride In hexane; toluene at -78℃; for 6h; Yields of byproduct given; | A n/a B 77% |
Conditions | Yield |
---|---|
With n-butyllithium; lithium diisopropyl amide In tetrahydrofuran; hexane at -60℃; | 74% |
2-(5-methyl-2-phenyl-4-oxazolyl)methyl-5-benzofurancarboxaldehyde
A
diethoxyphosphoryl-acetic acid ethyl ester
B
ethyl (E)-3-[2-(5-methyl-2-phenyl-4-oxazolylmethyl)benzofuran-5-yl]acrylate
Conditions | Yield |
---|---|
A n/a B 74% |
Methyl diethylphosphonoacetate
(-)-methyl (2S,3aS,5R,11bR)-3-benzyl-2,3,3a,4,5,7-hexahydro-3,5-ethano-12-oxo-1H-pyrrolo-<2,3-d>carbazole-6-carboxylate
A
diethoxyphosphoryl-acetic acid ethyl ester
B
(-)-methyl (2S,3aS,5R,11bR)-3-benzyl-2,3,3a,4,5,7-hexahydro-3,5-ethano-12-(E)-<(methoxycarbonyl)methylene>-1H-pyrrolo<2,3-d>carbazole-6-carboxylates
C
(-)-methyl (2S,3aS,5R,11bR)-3-benzyl-2,3,3a,4,5,7-hexahydro-3,5-ethano-12-(Z)-<(methoxycarbonyl)methylene>-1H-pyrrolo<2,3-d>carbazole-6-carboxylates
Conditions | Yield |
---|---|
With potassium hexamethyldisilazane In tetrahydrofuran for 0.5h; Ambient temperature; Yield given; | A n/a B 64% C n/a |
Diethyl phosphonate
chloroacetic acid ethyl ester
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With sodium In diethyl ether | 60% |
(E)-4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamaldehyde
A
diethoxyphosphoryl-acetic acid ethyl ester
B
ethyl (E)-5-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]-2,4-pentadienoate
Conditions | Yield |
---|---|
A n/a B 56% |
vinyl acetate
diethyl 1-iodo-1-carbethoxy-methylphosphonate
A
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With triethyl borane; tri-n-butyl-tin hydride In hexane; toluene at -78℃; for 6h; Yields of byproduct given; | A n/a B 38% |
triethyl 2-chloro-2-phosphonoacetate
A
diethoxyphosphoryl-acetic acid ethyl ester
B
(E)-ethyl 2-chloro-3-(4-methoxyphenyl)propenoate
C
(E)-methoxyphenyl-3 chloro-2 propenoate d'ethyle
Conditions | Yield |
---|---|
With tetramethylammonium tetrafluoroborate; 4-methoxy-benzaldehyde In N,N-dimethyl-formamide Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag; Yields of byproduct given; | A 22% B n/a C n/a |
triethyl 2-chloro-2-phosphonoacetate
4-methoxy-benzaldehyde
A
diethoxyphosphoryl-acetic acid ethyl ester
B
(E)-ethyl 2-chloro-3-(4-methoxyphenyl)propenoate
C
(E)-methoxyphenyl-3 chloro-2 propenoate d'ethyle
Conditions | Yield |
---|---|
With tetramethylammonium tetrafluoroborate In N,N-dimethyl-formamide Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag; Yield given; | A 22% B n/a C n/a |
triethyl 2-chloro-2-phosphonoacetate
4-methoxy-benzaldehyde
A
diethoxyphosphoryl-acetic acid ethyl ester
B
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
C
(Z)-ethyl 3-(4-methoxyphenyl)acrylate
Conditions | Yield |
---|---|
With tetramethylammonium tetrafluoroborate In N,N-dimethyl-formamide Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag; Yield given; | A 14% B n/a C n/a |
diethyl ether
sodium diethyl phosphite
chloroacetic acid ethyl ester
diethoxyphosphoryl-acetic acid ethyl ester
sodium diethyl phosphite
chloroacetic acid ethyl ester
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With hexane | |
With ligroine | |
With ethanol |
sodium diethyl phosphite
chloroacetic acid ethyl ester
benzene
diethoxyphosphoryl-acetic acid ethyl ester
sodium diethyl phosphite
ethyl bromoacetate
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With benzene |
ethanol
dichlorophosphoryl-acetyl chloride
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With pyridine In diethyl ether |
diethyl ester of 2,2-diethoxyethenephosphonic acid
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With sulfuric acid; water |
2-Diethoxyphosphoryl-3-dimethylaminoacrylsaeure-ethylester
A
benzoimidazole
B
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With 1,2-diamino-benzene In ethanol Heating; |
diethyl phosphorylchloridite
ethyl acetate
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Further byproducts given; |
Diazoethan
carbon dioxide
phosphonic acid diethyl ester
methyl iodide
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
In diethyl ether at 0℃; for 0.5h; |
2-Diethoxyphosphoryl-3-dimethylaminoacrylsaeure-ethylester
1,2-diamino-benzene
A
benzoimidazole
B
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
In ethanol Heating; |
Diethyl methylphosphonate
Diethyl carbonate
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
With n-butyllithium; diisopropylamine 1.) hexane, THF, -78 deg C, 5 min, 2.) THF, -78 deg C --> 0 deg C; Yield given. Multistep reaction; | |
With n-butyllithium 1.) THF, hexane, -55 deg C, 20 min, 2.) THF, hexane, -55 deg C, 30 min; Yield given. Multistep reaction; |
ethyl bromoacetate
triethyl phosphite
A
diethoxyphosphoryl-acetic acid ethyl ester
B
phosphoric acid 1-ethoxy-vinyl ester diethyl ester
Conditions | Yield |
---|---|
In benzene for 8h; Heating; | |
In benzene for 8h; Heating; |
ethyl 2,2-dichloro-2-diethoxyphosphorylacetate
diethoxyphosphoryl-acetic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 7 percent / p-methoxybenzaldehyde, Me4NBF4 / dimethylformamide / Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag 2: 22 percent / Me4NBF4, p-methoxybenzaldehyde / dimethylformamide / Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag View Scheme | |
Multi-step reaction with 2 steps 1: 7 percent / p-methoxybenzaldehyde, Me4NBF4 / dimethylformamide / Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag 2: 22 percent / Me4NBF4 / dimethylformamide / Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag View Scheme |
formaldehyd
diethoxyphosphoryl-acetic acid ethyl ester
ethyl 2-diethoxyphosphinoylacrylate
Conditions | Yield |
---|---|
Stage #1: formaldehyd; diethoxyphosphoryl-acetic acid ethyl ester With piperidine In methanol at 80℃; for 36h; Stage #2: With toluene-4-sulfonic acid In toluene for 16h; Dean-Stark; Reflux; | 100% |
Stage #1: formaldehyd With piperidine In methanol for 0.5h; Heating; Stage #2: diethoxyphosphoryl-acetic acid ethyl ester In methanol for 70h; Heating; | 73% |
piperidine In methanol Heating; | 60% |
diethoxyphosphoryl-acetic acid ethyl ester
cyclohexanone
ethyl cyclohexylideneacetate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil for 1h; Stage #2: cyclohexanone In tetrahydrofuran; mineral oil for 18h; | 100% |
With sodium hydride In tetrahydrofuran for 8h; | 98% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With 15-crown-5; sodium hydride In tetrahydrofuran; mineral oil at 0℃; Stage #2: cyclohexanone In tetrahydrofuran; mineral oil at -40 - 20℃; | 97% |
Conditions | Yield |
---|---|
With triethylamine; magnesium bromide In tetrahydrofuran at 25℃; for 12h; | 100% |
(i) NaH, Et2O, (ii) /BRN= 1560236/; Multistep reaction; |
diethoxyphosphoryl-acetic acid ethyl ester
4-heptanone
ethyl 3-propylhex-2-enoate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 20℃; Stage #2: 4-heptanone at 20℃; for 24h; Reflux; | 100% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: 4-heptanone In tetrahydrofuran; mineral oil at 20℃; Schlenk technique; Inert atmosphere; | 88% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester; 4-heptanone With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique; Stage #2: In tetrahydrofuran; mineral oil for 20h; Reflux; | 86% |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water at 20℃; | 100% |
With water; sodium hydroxide In ethanol at 20℃; Inert atmosphere; | 97% |
With hydrogenchloride; potassium hydroxide 1.) aq. EtOH, 20 h; | 95% |
diethoxyphosphoryl-acetic acid ethyl ester
pivalaldehyde
3-tert-butyl-acrylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran Cooling with ice; Stage #2: pivalaldehyde In tetrahydrofuran at 20℃; for 48h; Stage #3: With ammonium chloride In tetrahydrofuran; water | 100% |
(i) NaH, Et2O, (ii) /BRN= 506060/; Multistep reaction; | |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: pivalaldehyde In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | |
With sodium tert-pentoxide at 0 - 20℃; for 1h; Horner-Wadsworth-Emmons Olefination; Green chemistry; | |
With sodium hydride In tetrahydrofuran at 0℃; Inert atmosphere; |
furfural
diethoxyphosphoryl-acetic acid ethyl ester
ethyl (E)-3-(2-furyl)prop-2-enoate
Conditions | Yield |
---|---|
With potassium carbonate In neat (no solvent) Mechanism; var. other bases, effect of water; | 100% |
With water; barium dihydroxide In 1,4-dioxane at 70℃; for 0.416667h; | 100% |
With water; barium dihydroxide In 1,4-dioxane at 70℃; for 0.416667h; Product distribution; other catalyst, other solvents, influence of water; | 100% |
3-thiophene carboxaldehyde
diethoxyphosphoryl-acetic acid ethyl ester
(E)-3-thiophen-3-yl-acrylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran; mineral oil at 20℃; for 1h; | 100% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran; mineral oil at 0 - 20℃; for 3.25h; | 100% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With potassium tert-butylate In tetrahydrofuran at 20℃; Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran at 90℃; for 0.5h; | 90% |
Tetrahydro-4H-pyran-4-one
diethoxyphosphoryl-acetic acid ethyl ester
ethyl tetrahydro-4H-pyran-4-ylideneacetate
Conditions | Yield |
---|---|
With sodium hydride In mineral oil; benzene at 0 - 20℃; for 2.33333h; Inert atmosphere; | 100% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: Tetrahydro-4H-pyran-4-one In tetrahydrofuran; mineral oil at 20℃; Schlenk technique; Inert atmosphere; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 96% |
cyclohexanedione monoethylene ketal
diethoxyphosphoryl-acetic acid ethyl ester
ethyl 1,4-dioxaspiro[4,5]dec-8-ylideneacetate
Conditions | Yield |
---|---|
With sodium hydride In 1,2-dimethoxyethane for 11.5h; Ambient temperature; | 100% |
With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Horner-Wadsworth-Emmons reaction; | 100% |
Stage #1: cyclohexanedione monoethylene ketal With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Stage #2: diethoxyphosphoryl-acetic acid ethyl ester In tetrahydrofuran; mineral oil at -20 - 20℃; for 3h; | 100% |
chloro-trimethyl-silane
diethoxyphosphoryl-acetic acid ethyl ester
ethyl P,P-bis(trimethylsilyl) phosphonoacetate
Conditions | Yield |
---|---|
at 100℃; for 168h; Inert atmosphere; | 100% |
With potassium iodide In acetonitrile at 25 - 35℃; for 0.5h; | |
In chlorobenzene at 140℃; for 18h; |
Conditions | Yield |
---|---|
With n-butyllithium In 1,2-dimethoxyethane; hexane 1.) 0 deg C, 10 min, 2.) 30 min; | 100% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In diethyl ether at 0℃; for 0.0833333h; Stage #2: Octanal In diethyl ether for 0.25h; | 96% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In diethyl ether; mineral oil at 0℃; Stage #2: Octanal In diethyl ether; mineral oil at 0℃; | 96% |
diethoxyphosphoryl-acetic acid ethyl ester
6-(6-ethoxycarbonyl-4,4-dimethylhex-5-enyl)cyclohex-2-enone
Conditions | Yield |
---|---|
With sodium hydride In 1,2-dimethoxyethane for 1h; Ambient temperature; | 100% |
diethoxyphosphoryl-acetic acid ethyl ester
(3S,10S,13S)-3-((tert-butyldimethylsilyl)oxy)-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-17H-cyclopenta-[a]phenanthren-17-one
(E)-ethyl 3β-(tert-butyldimethylsiloxy)-5α-pregn-17-(20)-en-21-oate
Conditions | Yield |
---|---|
With sodium ethanolate In tetrahydrofuran; ethanol at 85℃; for 15h; | 100% |
With sodium ethanolate In tetrahydrofuran; ethanol for 10h; Heating; | 98.6% |
diethoxyphosphoryl-acetic acid ethyl ester
(E)-4-<(E)-1-methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-2-cyclohexen-1-one
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 2.5h; Ambient temperature; | 100% |
diethoxyphosphoryl-acetic acid ethyl ester
7-(4-tert-butylbenzyl)-2-(4-fluorophenyl)-4,5,6,7-tetrahydro-2H-indazole-3-carboxaldehyde
ethyl (E)-3-<7-(4-tert-butylbenzyl)-2-(4-fluorophenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl>-2-propenoate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran Ambient temperature; | 100% |
diethoxyphosphoryl-acetic acid ethyl ester
rac-(E)-ethyl 7-(methoxycarbonyl)amino-8-(trityloxy)-2-octenoate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 0.5h; Ambient temperature; | 100% |
diethoxyphosphoryl-acetic acid ethyl ester
3-nitro-benzaldehyde
(E)-ethyl 3-(3-nitrophenyl)acrylate
Conditions | Yield |
---|---|
With water; barium dihydroxide In 1,4-dioxane at 70℃; for 0.416667h; | 100% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester; 3-nitro-benzaldehyde With lithium chloride In acetonitrile at 0℃; for 0.0833333h; Horner-Wadsworth-Emmons reaction; Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃; | 96% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: 3-nitro-benzaldehyde In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; | 93% |
diethoxyphosphoryl-acetic acid ethyl ester
3,4,5-trimethoxy-benzaldehyde
ethyl (E)-3-(3,4,5-trimethoxyphenyl)acrylate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With lithium chloride In tetrahydrofuran at 20℃; for 0.25h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Stage #2: 3,4,5-trimethoxy-benzaldehyde With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran Horner-Wadsworth-Emmons Olefination; Inert atmosphere; | 100% |
With potassium carbonate In water at 70℃; for 4h; | 90% |
With potassium carbonate In water at 70℃; for 4h; Wittig Olefination; stereoselective reaction; | 90% |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 1h; | 100% |
With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 2h; Horner-Wadsworth-Emmons reaction; neat (no solvent); optical yield given as %de; stereoselective reaction; | 100% |
With n-butyllithium In tetrahydrofuran; hexane 1.) 0 deg C, 10 min, 2.) 30 min; | 99% |
diethoxyphosphoryl-acetic acid ethyl ester
3-Chlorobenzaldehyde
ethyl (E)-3-(3-chlorophenyl)prop-2-enoate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 23℃; for 1h; Stage #2: m-Chlorobenzaldehyde In tetrahydrofuran for 1h; | 100% |
With sodium hydride In N,N-dimethyl-formamide at -60℃; Horner-Wadsworth-Emmons Olefination; | 95% |
With tetrabutyl ammonium fluoride In tetrahydrofuran at 30℃; for 4h; Glovebox; | 84% |
diethoxyphosphoryl-acetic acid ethyl ester
3-methoxy-benzaldehyde
ethyl (E)-3-(3-methoxyphenyl)acrylate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With lithium chloride In tetrahydrofuran at 20℃; for 0.25h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Stage #2: 3-methoxy-benzaldehyde With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran Horner-Wadsworth-Emmons Olefination; Inert atmosphere; | 100% |
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; | 100% |
With tetrabutyl ammonium fluoride In tetrahydrofuran at 30℃; for 4h; Glovebox; | 98% |
diethoxyphosphoryl-acetic acid ethyl ester
isovaleraldehyde
ethyl (E)-5-methylhex-2-enoate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In 1,2-dimethoxyethane at 0℃; for 0.416667h; Stage #2: isovaleraldehyde In 1,2-dimethoxyethane for 16h; Horner-Emmons homologation; Heating; | 100% |
With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 6h; Wadsworth-Honer-Emmons olefination; | 95% |
With sodium hydride In tetrahydrofuran | 90% |
diethoxyphosphoryl-acetic acid ethyl ester
2,6-dimethylbenzaldehyde
ethyl (E)-3-(2,6-dimethylphenyl)-2-propenoate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 2,6-dimethylbenzaldehyde In tetrahydrofuran at 20℃; for 6h; Horner-Wadsworth-Emmons reaction; | 100% |
With tetrabutyl ammonium fluoride In tetrahydrofuran at 30℃; for 4h; Glovebox; | 97% |
With potassium tert-butylate Horner-Wadsworth-Emmons olefination; | 89% |
With potassium tert-butylate In tetrahydrofuran Ambient temperature; |
diethoxyphosphoryl-acetic acid ethyl ester
isobutyraldehyde
(E)-2-(Diethoxy-phosphoryl)-4-methyl-pent-2-enoic acid ethyl ester
Conditions | Yield |
---|---|
With piperidine; acetic acid In benzene for 48h; Heating; | 100% |
With piperidine; acetic acid for 62h; Condensation; Knoevenagel condensation; | 80% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With triethylamine; titanium tetrachloride In dichloromethane at 0 - 5℃; Stage #2: isobutyraldehyde In dichloromethane at 0 - 5℃; Horner-Wadsworth-Emmos reaction; |
3,4-dibenzyloxybenzaldehyde
diethoxyphosphoryl-acetic acid ethyl ester
3-(3,4-bis-benzyloxy-phenyl)-acrylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran Stage #2: 3,4-dibenzyloxybenzaldehyde In tetrahydrofuran for 0.166667h; Further stages.; | 100% |
With sodium hydride In 1,2-dimethoxyethane for 0.333333h; | 99.5% |
With sodium In ethanol Ambient temperature; | 76% |
diethoxyphosphoryl-acetic acid ethyl ester
(S)-3-[2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazol-4-yl]-butyraldehyde
(E)-(S)-5-[2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazol-4-yl]-hex-2-enoic acid ethyl ester
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In acetonitrile for 0.25h; Ambient temperature; | 100% |
diethoxyphosphoryl-acetic acid ethyl ester
(1R,5R,6R)-2-[6-(tert-butyldimethylsilanyloxymethyl)-5-isopropyl-2-methylcyclohex-2-enyl]acetaldehyde
(E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 0 - 25℃; | 100% |
With sodium hydride 1.) THF, 25 deg C, 30 min, 2.) THF, from 0 to 25 deg C, 5 h; Yield given. Multistep reaction; |
diethoxyphosphoryl-acetic acid ethyl ester
(1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester
ethyl (2E)-5-(tert-butoxycarbonylamino)-5-methylhex-2-enoate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With potassium tert-butylate In toluene at 60℃; for 0.5h; Wittig-Horner reaction; Stage #2: (1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester In toluene at 60℃; for 0.166667h; Wittig-Horner reaction; | 100% |
With potassium tert-butylate 1.) THF, RT, 40 min, 2.) THF, RT, 75 min; Yield given. Multistep reaction; | |
With potassium tert-butylate; sodium hydrogencarbonate In tetrahydrofuran; n-heptane |
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