CAS No. 40665-68-7 Molecular formula C11H15O5P Molecular weight 258.20800 Accurate mass 258.06600 Density: 1.209g/cm 3 Boiling point: 369.8ºC at 760 mmHg Flash point: 191.1 ºC Refra
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inquiryManufacturer supply DiMethyl (2-Oxo-3-phenoxypropyl)phosphonate CAS 40665-68-7 with attractive price Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical &am
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inquiryProduct Name: DIMETHYL(3-PHENOXY-2-OXOPROPYL)PHOSPHONATE Synonyms: Dimethyl(2-oxo-3-phenoxypropyl)phosphonate;Dimethyl[(3-phenoxyacetyl)methyl]phosphonate;(2-OXO-3-PHENOXY-PROPYL)-PHOSPHONIC ACID DIMETHYL E
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inquiryDIMETHYL(3-PHENOXY-2-OXOPROPYL)PHOSPHONATE CAS:40665-68-7 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 hig
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inquiry1-dimethoxyphosphoryl-3-phenoxypropan-2-one supplier in ChinaAppearance:white crystalline powder Storage:Sealed in a cool ,dry and microtherm place , avoid light . Package:according to customers' requirements Application:It is an important raw mater
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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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inquirySAGECHEM is a chemical R&D, manufacturing and distribution company in China since 2009, including pharmaceutical intermediates, agrochemical, dyestuff intermediates, organosilicone, API and etc. We also offer a full range of services in custom synthe
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inquiryName: ETP Dimethyl (3-phenoxy-2-oxopropyl)phosphonate CAS No.: 40665-68-7 Other name: DIMETHYL(3-PHENOXYACETONYL)PHOSPHONATE;Dimethyl(2-oxo-3-phenoxypropyl)phosphonate;Dimethyl[(3-phenoxyacetyl)methyl]phosphonate;(2-OXO-3-PHENOXY-PROPYL)-
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inquiryWe are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp
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inquiryStock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai
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inquirymethyl 2-phenoxyacetate
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Stage #1: dimethyl methane phosphonate With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: methyl 2-phenoxyacetate In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere; | 83% |
Stage #1: dimethyl methane phosphonate With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: methyl 2-phenoxyacetate In tetrahydrofuran at 25℃; | 25% |
With n-butyllithium 1.) THF, hexane, -78 deg C, 5 min, 2.) -78 deg C, 2 h; Yield given. Multistep reaction; | |
With n-butyllithium In tetrahydrofuran; hexane; water |
methyl 2-phenoxyacetate
dimethyl lithiomethylphosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; |
bis-tetrahydropyran-2-yl ether
n-butyllithium
Phenoxyacetyl chloride
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane; water |
phenoxyacetic acid ethyl ester
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane | |
With n-butyllithium In tetrahydrofuran; hexane |
Phenoxyacetyl chloride
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane | |
In tetrahydrofuran; hexane |
phenoxyacetic acid ethyl ester
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane |
phenol
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 16 h / 25 - 56 °C 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 2.2: 2.5 h / -78 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water / 0.67 h / 25 °C 1.2: 16 h / 30 - 35 °C 2.1: zinc(II) chloride / toluene / 6 h / 65 - 70 °C / Inert atmosphere 3.1: Jones reagent / acetone / 7 h / Cooling with ice View Scheme |
Phenyl glycidyl ether
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: zinc(II) chloride / toluene / 6 h / 65 - 70 °C / Inert atmosphere 2: Jones reagent / acetone / 7 h / Cooling with ice View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
With Jones reagent In acetone for 7h; Cooling with ice; | 92.8 g |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(3aR,4R,5R,6aS)-2-oxo-4-((E)-3-oxo-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-5-yl benzoate
Conditions | Yield |
---|---|
With sodium hydride Horner-Emmons reaction; | 90% |
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate With sodium hydride; zinc(II) chloride In tetrahydrofuran; mineral oil at 25 - 35℃; for 0.416667h; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; dichloromethane; mineral oil at 25 - 40℃; for 2.08333h; Inert atmosphere; | 61% |
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate With sodium hydroxide; zinc(II) chloride In tetrahydrofuran at 27℃; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran at 27℃; for 15h; Inert atmosphere; | 50% |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate With n-butyllithium; tetrabutylammomium bromide In dichloromethane at 20 - 30℃; for 1h; Horner-Wadsworth-Emmons Olefination; Stage #2: isopropyl (Z)-7-((1R,2R,3R,5S)-5-acetoxy-2-formyl-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopentyl)hept-5-enoate In dichloromethane at 20℃; for 15h; Reagent/catalyst; Solvent; Temperature; Horner-Wadsworth-Emmons Olefination; | 85.4% |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
2α-(6-methoxycarbonylhexyl)-3β-formyloxycyclopent-1-one
methyl 9,15-dioxo-16-phenoxy-13-trans-17,18,19,20-tetranorprostenoate
Conditions | Yield |
---|---|
With potassium hydroxide In dichloromethane for 1h; Ambient temperature; | 68% |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate With sodium hydride In 1,2-dimethoxyethane at -5 - 25℃; for 1.25h; Horner-Wadsworth-Emmons olefination; Inert atmosphere; Stage #2: (Z)-4-formyl-5-(7-isopropoxy-7-oxohept-2-enyl)cyclopentane-1,3-diyl dibenzoate In 1,2-dimethoxyethane at -5 - 25℃; for 2h; Horner-Wadsworth-Emmons olefination; Inert atmosphere; | 60% |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
With triethylamine; lithium chloride In tetrahydrofuran at 20℃; for 16h; | 52% |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
11-((1S,2R)-2-Formyl-5-oxo-cyclopentyl)-undecanoic acid methyl ester
11-[(1S,5S)-2-Oxo-5-((E)-3-oxo-4-phenoxy-but-1-enyl)-cyclopentyl]-undecanoic acid methyl ester
Conditions | Yield |
---|---|
With potassium hydroxide In dichloromethane for 1h; Ambient temperature; | 50% |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-formyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester
Biphenyl-4-carboxylic acid (3aS,5S,6aR)-2-oxo-4-((E)-3-oxo-4-phenoxy-but-1-enyl)-octahydro-cyclopenta[b]pyrrol-5-yl ester
Conditions | Yield |
---|---|
With sodium hydride In 1,2-dimethoxyethane Ambient temperature; 1.) 0.5 h 2.) 3 h; | 19% |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Corey aldehyde
7α-hydroxy-6β-(3'-oxo-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one
Conditions | Yield |
---|---|
With potassium carbonate at 20℃; for 5h; Yield given; |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
7α-trimethylsilyloxy-6β-formyl-2-oxabicyclo<3.3.0>octan-3-one
7α-trimethylsilyloxy-6β-(3'-oxo-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one
Conditions | Yield |
---|---|
With potassium hydroxide In dichloromethane for 0.333333h; Ambient temperature; Yield given; |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
methyl <1α,2α(Z),3α,4α>-7-<3-formyl-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoate
(Z)-7-[(1S,2R,3S,4R)-3-((E)-3-Oxo-4-phenoxy-but-1-enyl)-7-oxa-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester
Conditions | Yield |
---|---|
With sodium hydride 1.) DME, 2.) 23 deg C; Multistep reaction; |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
2α-(7-methoxycarbonyl-4Z-heptenyl)-3β-formylcyclopentanone
methyl 1-homo-3,4-cis-didehydro-9,15-diketo-16-phenoxy-17,18,19,20-tetranorprostenoate
Conditions | Yield |
---|---|
With sodium hydride 1.) THF, RT, 1.5 h, 2.) THF, RT, 30 min; Yield given. Multistep reaction; |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
7-(4-Formyl-furan-3-yl)-heptanoic acid methyl ester
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
methyl (Z)-7-[(1R,2R,3R,5S)-5-acetoxy-2-formyl-3-(2-tetrahydropyranyloxy)cyclopentyl]-5-heptenate
16-phenoxy-17,18,19,20-tetranor-15-dehydroprostaglandin F2α 9-acetate methyl ester 11-(tetrahydropyran-2-yl ether)
Conditions | Yield |
---|---|
With sodium hydride 1.) THF, 25 deg C, 20 min, 2.) THF, from 25 deg C to 60 deg C, 4.5 h; Yield given. Multistep reaction; |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
C64H110O17Si3
C73H118O18Si3
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; lithium chloride In acetonitrile Ambient temperature; Yield given; |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
(3aR,4R,5R,6aS)-4-formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate
Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-2-oxo-4-((E)-3-oxo-4-phenoxy-but-1-enyl)-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
With sodium hydride 1.) THF, 90 min, 2.) THF, 30 min; Yield given. Multistep reaction; | |
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate; (3aR,4R,5R,6aS)-4-formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate With water; lithium hydroxide In dichloromethane at 5 - 22℃; for 19.5h; Stage #2: With citric acid In dichloromethane at 22℃; pH=1-2; Reagent/catalyst; | 8.7 g |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
7α-hydroxy-6β-(3'-hydroxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: K2CO3 / 5 h / 20 °C 2: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C View Scheme | |
Multi-step reaction with 3 steps 1: KOH / CH2Cl2 / 0.33 h / Ambient temperature 2: 1 N hydrochloric acid / acetone / 0.17 h / 20 °C 3: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
7α-hydroxy-6β-(3'-oxo-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: KOH / CH2Cl2 / 0.33 h / Ambient temperature 2: 1 N hydrochloric acid / acetone / 0.17 h / 20 °C View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: K2CO3 / 5 h / 20 °C 2: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 3: 85 percent / pyridine / 2 h / 5 °C 4: 0.24 g / i-Bu2AlH / CH2Cl2 / 1 h / -78 °C View Scheme | |
Multi-step reaction with 5 steps 1: KOH / CH2Cl2 / 0.33 h / Ambient temperature 2: 1 N hydrochloric acid / acetone / 0.17 h / 20 °C 3: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 4: 85 percent / pyridine / 2 h / 5 °C 5: 0.24 g / i-Bu2AlH / CH2Cl2 / 1 h / -78 °C View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: K2CO3 / 5 h / 20 °C 2: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 3: 85 percent / pyridine / 2 h / 5 °C View Scheme | |
Multi-step reaction with 4 steps 1: KOH / CH2Cl2 / 0.33 h / Ambient temperature 2: 1 N hydrochloric acid / acetone / 0.17 h / 20 °C 3: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 4: 85 percent / pyridine / 2 h / 5 °C View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
N-(methanesulfonyl)-16-phenox-ω-tetranor-PGF2α-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: K2CO3 / 5 h / 20 °C 2: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 3: 85 percent / pyridine / 2 h / 5 °C 4: 0.24 g / i-Bu2AlH / CH2Cl2 / 1 h / -78 °C 5: 2.) 1 N hydrochloric acid / 1.) benzene, 20 deg C, 3 h, 2.) 10 min View Scheme | |
Multi-step reaction with 6 steps 1: KOH / CH2Cl2 / 0.33 h / Ambient temperature 2: 1 N hydrochloric acid / acetone / 0.17 h / 20 °C 3: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 4: 85 percent / pyridine / 2 h / 5 °C 5: 0.24 g / i-Bu2AlH / CH2Cl2 / 1 h / -78 °C 6: 2.) 1 N hydrochloric acid / 1.) benzene, 20 deg C, 3 h, 2.) 10 min View Scheme | |
Multi-step reaction with 7 steps 1: 1.) NaH / 1.) THF, 90 min, 2.) THF, 30 min 2: 25 percent / lithium triethylborohydride / tetrahydrofuran / 0.5 h 3: potassium carbonate / methanol; tetrahydrofuran / 2.5 h 4: 95 percent / p-toluenesulfonic acid / CH2Cl2 / 0.5 h 5: 79 percent / diisobutylaluminum hydride / toluene; hexane / 0.33 h 6: 1.) sodium methylsulfinylcarbanide / 1.) Me2SO, 2.) Me2SO, 2 h 7: 40 percent / 65percent aq. acetic acid / 14 h View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: K2CO3 / 5 h / 20 °C 2: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 3: 85 percent / pyridine / 2 h / 5 °C 4: 0.24 g / i-Bu2AlH / CH2Cl2 / 1 h / -78 °C 5: 2.) 1 N hydrochloric acid / 1.) benzene, 20 deg C, 3 h, 2.) 10 min 6: 90 percent / acetone / 1.5 h / -45 °C 7: CrO3/pyridine / CH2Cl2 View Scheme | |
Multi-step reaction with 8 steps 1: KOH / CH2Cl2 / 0.33 h / Ambient temperature 2: 1 N hydrochloric acid / acetone / 0.17 h / 20 °C 3: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 4: 85 percent / pyridine / 2 h / 5 °C 5: 0.24 g / i-Bu2AlH / CH2Cl2 / 1 h / -78 °C 6: 2.) 1 N hydrochloric acid / 1.) benzene, 20 deg C, 3 h, 2.) 10 min 7: 90 percent / acetone / 1.5 h / -45 °C 8: CrO3/pyridine / CH2Cl2 View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
N-{(Z)-7-[(1R,2R,3R,5S)-5-Hydroxy-2-((E)-(R)-4-phenoxy-3-trimethylsilanyloxy-but-1-enyl)-3-trimethylsilanyloxy-cyclopentyl]-hept-5-enoyl}-methanesulfonamide
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: K2CO3 / 5 h / 20 °C 2: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 3: 85 percent / pyridine / 2 h / 5 °C 4: 0.24 g / i-Bu2AlH / CH2Cl2 / 1 h / -78 °C 5: 2.) 1 N hydrochloric acid / 1.) benzene, 20 deg C, 3 h, 2.) 10 min 6: 90 percent / acetone / 1.5 h / -45 °C View Scheme | |
Multi-step reaction with 7 steps 1: KOH / CH2Cl2 / 0.33 h / Ambient temperature 2: 1 N hydrochloric acid / acetone / 0.17 h / 20 °C 3: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH2Cl2 / 0.5 h / -78 °C 4: 85 percent / pyridine / 2 h / 5 °C 5: 0.24 g / i-Bu2AlH / CH2Cl2 / 1 h / -78 °C 6: 2.) 1 N hydrochloric acid / 1.) benzene, 20 deg C, 3 h, 2.) 10 min 7: 90 percent / acetone / 1.5 h / -45 °C View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C 3: K2CO3 / methanol / 3 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: 90 percent / NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C 3: K2CO3 / methanol / 3 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 20 °C 2: diethylamino-sulfur trifluoride / dichloromethane / 72 h / 20 °C 3: potassium carbonate / methanol / 1.5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: lithium hydroxide; water / dichloromethane / 19.5 h / 5 - 22 °C 1.2: 22 °C / pH 1-2 2.1: diethylamino-sulfur trifluoride / dichloromethane / 94 h / 5 - 30 °C / Inert atmosphere 3.1: potassium carbonate / methanol / 2 h / 20 °C 3.2: 1 h / 0 °C / Acidic conditions View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2,5-diol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C 3: K2CO3 / methanol / 3 h / 20 °C 4: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / -78 °C View Scheme | |
Multi-step reaction with 4 steps 1: 90 percent / NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C 3: K2CO3 / methanol / 3 h / 20 °C 4: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / -78 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydride; zinc(II) chloride / mineral oil; tetrahydrofuran / 0.42 h / 25 - 35 °C / Inert atmosphere 1.2: 2.08 h / 25 - 40 °C / Inert atmosphere 2.1: diethylamino-sulfur trifluoride / dichloromethane / 24 h / 0 - 35 °C / Inert atmosphere 3.1: diisobutylaluminium hydride / toluene / 3.25 h / -65 - -61 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 20 °C 2: diethylamino-sulfur trifluoride / dichloromethane / 72 h / 20 °C 3: potassium carbonate / methanol / 1.5 h / 20 °C 4: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / -70 °C View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybutan-1-en-1-yl)-hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C View Scheme | |
Multi-step reaction with 2 steps 1: 90 percent / NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydride; zinc(II) chloride / mineral oil; tetrahydrofuran / 0.42 h / 25 - 35 °C / Inert atmosphere 1.2: 2.08 h / 25 - 40 °C / Inert atmosphere 2.1: diethylamino-sulfur trifluoride / dichloromethane / 24 h / 0 - 35 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 20 °C 2: diethylamino-sulfur trifluoride / dichloromethane / 72 h / 20 °C View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
AFP-172
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C 3: K2CO3 / methanol / 3 h / 20 °C 4: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / -78 °C 5: NaN(SiMe3)2 / tetrahydrofuran / 3 h / 0 °C View Scheme | |
Multi-step reaction with 5 steps 1: 90 percent / NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C 3: K2CO3 / methanol / 3 h / 20 °C 4: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / -78 °C 5: NaN(SiMe3)2 / tetrahydrofuran / 3 h / 0 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydride; zinc(II) chloride / mineral oil; tetrahydrofuran / 0.42 h / 25 - 35 °C / Inert atmosphere 1.2: 2.08 h / 25 - 40 °C / Inert atmosphere 2.1: diethylamino-sulfur trifluoride / dichloromethane / 24 h / 0 - 35 °C / Inert atmosphere 3.1: diisobutylaluminium hydride / toluene / 3.25 h / -65 - -61 °C / Inert atmosphere 4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.67 h / 5 °C / Inert atmosphere 4.2: 2 h / 0 - 3 °C View Scheme | |
Multi-step reaction with 5 steps 1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 20 °C 2: diethylamino-sulfur trifluoride / dichloromethane / 72 h / 20 °C 3: potassium carbonate / methanol / 1.5 h / 20 °C 4: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / -70 °C 5: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 - 10 °C View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C 3: K2CO3 / methanol / 3 h / 20 °C 4: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / -78 °C 5: NaN(SiMe3)2 / tetrahydrofuran / 3 h / 0 °C 6: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 16 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1: 90 percent / NaH 2: morpholinosulfur trifluoride / CHCl3 / 82 h / 30 - 40 °C 3: K2CO3 / methanol / 3 h / 20 °C 4: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / -78 °C 5: NaN(SiMe3)2 / tetrahydrofuran / 3 h / 0 °C 6: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 16 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: sodium hydride; zinc(II) chloride / mineral oil; tetrahydrofuran / 0.42 h / 25 - 35 °C / Inert atmosphere 1.2: 2.08 h / 25 - 40 °C / Inert atmosphere 2.1: diethylamino-sulfur trifluoride / dichloromethane / 24 h / 0 - 35 °C / Inert atmosphere 3.1: diisobutylaluminium hydride / toluene / 3.25 h / -65 - -61 °C / Inert atmosphere 4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.67 h / 5 °C / Inert atmosphere 4.2: 2 h / 0 - 3 °C 5.1: acetone / 20 °C 6.1: sulfuric acid / ethyl acetate 6.2: 20 h / 30 °C View Scheme |
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