As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch
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inquiryHigh quality (-)-Corey aldehyde benzoate CAS 39746-01-5 with factory price Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Food
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inquiry(-)-Corey aldehyde benzoate CAS:39746-01-5 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 orga
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inquiryProName:High quality (-)-Corey aldehyde benzoa... CasNo:39746-01-5 Molecular Formula:C15H14O5 Appearance:White Powder Application:Biologic Chemical DeliveryTime:Prompt PackAge:1kg/foil bag Port:shanghai ProductionCapacity:30 Kilogram/Month
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inquiry(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 1h; | 100% |
With Dess-Martin periodane In dichloromethane at 0 - 10℃; for 2h; | 96.7% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; carbonic acid dimethyl ester In ethyl acetate at 0 - 5℃; Inert atmosphere; | 95.6% |
(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one
A
(1S,5S)-3-oxo-2-oxabicyclo<3.3.0>oct-6-en-6-carbaldehyde
B
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
With sulfur trioxide pyridine complex Inert atmosphere; |
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(1S,5S)-3-oxo-2-oxabicyclo<3.3.0>oct-6-en-6-carbaldehyde
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at -78℃; for 1h; Elimination; | 100% |
dimethyl (7-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
Stage #1: dimethyl (7-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; mineral oil at 0 - 20℃; for 2.5h; Inert atmosphere; | 100% |
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
ethyl (triphenylphosphoranylidene)acetate
Benzoic acid (3aR,4R,5R,6aS)-4-((E)-2-ethoxycarbonyl-vinyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
In benzene at 20℃; for 0.5h; Wittig reaction; | 98% |
1-(triphenylphosphoranylidene)-2-hexanone
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
In dichloromethane at 20 - 25℃; for 8h; Wittig Olefination; | 97.1% |
dimethyl 2-oxoheptylphosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
A
(3aR,6aS)-4-((E)-3-Oxo-oct-1-enyl)-3,3a,6,6a-tetrahydro-cyclopenta[b]furan-2-one
B
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Horner-Emmons reaction; | A 1% B 96% |
2-oxohexylphosphonic acid dimethyl ester
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 96% |
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(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 |
---|---|
Stage #1: (2,2-difluoro-3-phenoxypropyl) diethyl phosphate With sodium hydride In tetrahydrofuran; mineral oil at 0 - 30℃; for 0.25h; Inert atmosphere; Cooling with ice; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; mineral oil at 40℃; for 2h; | 93.6% |
dimethyl 2-oxoheptylphosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
Stage #1: dimethyl 2-oxoheptylphosphonate With lithium hydroxide In tert-butyl methyl ether at 20℃; for 1h; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tert-butyl methyl ether; water at 20℃; for 1h; | 91.5% |
Stage #1: dimethyl 2-oxoheptylphosphonate; (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one With lithium chloride In tetrahydrofuran; dichloromethane at -20℃; for 2.5h; Stage #2: With triethylamine In tetrahydrofuran; dichloromethane at -5℃; for 19h; |
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% |
4-phenyl-1-(1-phenyl-1H-tetrazole-5-sulfonyl)butan-2-one
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(3aR,4R,5R,6aS)-2-oxo-4-((1E)-3-oxo-5-phenylpent-1-en-1-yl)-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate
Conditions | Yield |
---|---|
With potassium tert-butylate In dichloromethane; tert-butyl alcohol at -60 - -55℃; Solvent; Inert atmosphere; | 89.43% |
dimethyl(2-oxo-4-phenylbutyl)phosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(3aR,4R,5R,6aS)-2-oxo-4-((1E)-3-oxo-5-phenylpent-1-en-1-yl)-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate
Conditions | Yield |
---|---|
Stage #1: dimethyl(2-oxo-4-phenylbutyl)phosphonate With N-ethyl-N,N-diisopropylamine; lithium chloride In acetonitrile at -15℃; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In acetonitrile at -15℃; Wittig Reaction; | 84.7% |
With triethylamine; lithium chloride In tetrahydrofuran; dichloromethane at 0℃; for 2h; Horner-Wadsworth-Emmons Olefination; Cooling with ice; | 73% |
Stage #1: dimethyl(2-oxo-4-phenylbutyl)phosphonate With sodium hexamethyldisilazane In 1,2-dimethoxyethane Metallation; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In 1,2-dimethoxyethane Condensation; | |
With n-butyllithium In tetrahydrofuran; hexane; dichloromethane; acetic acid | |
With triethylamine; lithium chloride In dichloromethane at 0℃; for 2h; Horner-Emmons reaction; |
dimethyl diazo-2-oxopropylphosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 0 - 5℃; for 12.5h; | 81.9% |
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
Stage #1: dimethyl (2-oxoheptyl)phosphonate With sodium hydride In tetrahydrofuran at 0 - 20℃; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran at 20℃; for 1.5h; | 80% |
1-(triphenylphosphoranylidene)-2-heptanone
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
at 20 - 30℃; for 8h; Time; Wittig Olefination; | 79.2% |
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
{2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester
(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate
Conditions | Yield |
---|---|
Stage #1: {2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran for 0.5h; Honer-Emmons reaction; Inert atmosphere; | 73.7% |
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol; dichloromethane at 0℃; for 0.416667h; | 69% |
With sodium tetrahydroborate In methanol | |
With sodium tetrahydroborate In methanol; dichloromethane |
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
dimethyl [3-(2-iodo-5-trifluoromethyl-phenoxy)-2-oxo-propyl]-phosphonate
Benzoic acid (3aR,4R,5R,6aS)-4-[(E)-4-(2-iodo-5-trifluoromethyl-phenoxy)-3-oxo-but-1-enyl]-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
With triethylamine; lithium chloride In tetrahydrofuran at 5 - 20℃; for 3.33333h; | 60% |
C15H27(2)H6O5PSi
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at -10 - 20℃; Inert atmosphere; | 54% |
Methyltriphenylphosphonium bromide
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(1S,5R,6R,7R)-7-(benzoyloxy)-6-vinyl-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran at -30℃; for 0.5h; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; | 51% |
With potassium tert-butylate In tetrahydrofuran Wittig olefination; |
dimethyl 4-(3-trifluoromethylphenyl)-2-oxobutylphosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Benzoic acid (3aR,4R,5R,6aS)-2-oxo-4-[(E)-3-oxo-5-(3-trifluoromethyl-phenyl)-pent-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
Stage #1: dimethyl 4-(3-trifluoromethylphenyl)-2-oxobutylphosphonate With sodium hexamethyldisilazane In 1,2-dimethoxyethane Metallation; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In 1,2-dimethoxyethane Condensation; | 50% |
dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
Stage #1: dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate With lithium hydroxide In tert-butyl methyl ether at 20℃; for 1h; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tert-butyl methyl ether; water at 20℃; for 3h; Product distribution / selectivity; | 49.5% |
Stage #1: dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate With lithium hydride In tert-butyl methyl ether at 20℃; for 2h; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tert-butyl methyl ether at 20℃; for 6h; Product distribution / selectivity; | 4.8% |
Stage #1: dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: With zinc(II) chloride In tetrahydrofuran; mineral oil at 26℃; for 0.5h; Inert atmosphere; Stage #3: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; mineral oil at 25 - 45℃; for 20h; |
dimethyl 2-oxoheptylphosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
A
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Horner-Emmons reaction; | A n/a B 20% |
diazomethane
methyl 2,2,5-trimethylhex-4-enoate
(4-carboxybutyl)triphenylphosphonium bromide
Methyltriphenylphosphonium bromide
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
Multistep reaction; |
diazomethane
methyl 5-methyl-hex-4-enoate
(4-carboxybutyl)triphenylphosphonium bromide
methyllithium
Methyltriphenylphosphonium bromide
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
Multistep reaction; |
diazomethane
methyl 5-methyl-hex-4-enoate
(4-carboxybutyl)triphenylphosphonium bromide
methyllithium
Methyltriphenylphosphonium bromide
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
Multistep reaction; |
diazomethane
methyl 5-methyl-hex-4-enoate
methylmagnesium bromide
(4-carboxybutyl)triphenylphosphonium bromide
Methyltriphenylphosphonium bromide
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
Conditions | Yield |
---|---|
Multistep reaction; |
diazomethane
methyl 5-methyl-hex-4-enoate
(4-carboxybutyl)triphenylphosphonium bromide
Methyltriphenylphosphonium bromide
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(5Z.13E)-(8R.11R.12R.15S)-9-Oxo-11.15-dihydroxy-19-methyl-5.13.18-prostatriensaeuremethylester
Conditions | Yield |
---|---|
Multistep reaction; |
diazomethane
methyl 5-methyl-hex-4-enoate
(4-carboxybutyl)triphenylphosphonium bromide
Methyltriphenylphosphonium bromide
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(8R.9S.11R.12R.15R)-9.11.15-Trihydroxy-19-methyl-18-prostensaeuremethylester
Conditions | Yield |
---|---|
Multistep reaction; |
diazomethane
methyl 5-methyl-hex-4-enoate
(4-carboxybutyl)triphenylphosphonium bromide
Methyltriphenylphosphonium bromide
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(5Z.13E)-(8R.12R.15S)-15-Hydroxy-9-oxo-19-methyl-5.13.18-prostatriensaeure-methylester
Conditions | Yield |
---|---|
Multistep reaction; |
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