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CAS No.: | 122547-72-2 |
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Name: | Soraphen A |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C29H44 O8 |
Molecular Weight: | 520.664 |
Synonyms: | 4,19-Dioxabicyclo[13.3.1]nonadec-12-en-3-one,1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-,[1R-(1R*,2S*,5S*,10S*,11R*,12E,14S*,15S*,16S*,17S*,18R*)]-; (-)-Soraphen A;Soraphen A; Soraphen A1a; Soraphen b |
Density: | 1.16g/cm3 |
Boiling Point: | 673.1°Cat760mmHg |
Flash Point: | 213.7°C |
PSA: | 103.68000 |
LogP: | 3.80270 |
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran for 0.25h; Ambient temperature; | 100% |
With hydrogenchloride; water In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere; | 100% |
(E)-(1R,5S,10S,11R,14S,15S,16S,17S,18R)-1,17-Dihydroxy-10,11,18-trimethoxy-14,16-dimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one
methyl iodide
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
Conditions | Yield |
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Yield given. Multistep reaction; |
(17S)-17-hydroxy-5-O-(4-methoxybenzyl)-3-O-methyl-1,17-seco-1-soraphenic acid
A
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
C
(17R)-5-O-(4-methoxybenzyl)-3-O-methylsoraphen
D
5-O-(4-methoxybenzyl)-3-O-methylsoraphen
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran for 12h; Ambient temperature; Yield given; |
methyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hexopyranoside
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 4: 90 percent / (COCl)2 / dimethylsulfoxide; CH2Cl2 / 1 h / -78 °C View Scheme |
(S)-styrene oxide
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 3: 90 percent / (COCl)2 / dimethylsulfoxide; CH2Cl2 / 1 h / -78 °C View Scheme |
(S)-2-{(4S,5R,6S)-6-[(S)-3-(tert-Butyl-dimethyl-silanyl)-1-methoxy-prop-2-ynyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propan-1-ol
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: Bu3P / CH2Cl2 / 12 h / 20 °C 2: 97 percent / m-chloroperbenzoic acid, NaHCO3 / CH2Cl2 / 0.75 h / 0 - 20 °C View Scheme |
(R)-2-{(4R,5R,6S)-6-[(S)-3-(tert-Butyl-dimethyl-silanyl)-1-methoxy-prop-2-ynyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
Conditions | Yield |
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Multi-step reaction with 8 steps 1: NaBH4 / diethyl ether / 0.75 h / 20 °C 2: Bu3P / CH2Cl2 / 12 h / 20 °C 3: 97 percent / m-chloroperbenzoic acid, NaHCO3 / CH2Cl2 / 0.75 h / 0 - 20 °C View Scheme |
(2R,3S,8S)-8-(tert-butyldimethylsilyloxy)-2,3-dimethoxy-8-phenyloctan-1-ol
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 90 percent / (COCl)2 / dimethylsulfoxide; CH2Cl2 / 1 h / -78 °C View Scheme |
(2S,3S,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,3-dimethoxy-8-phenyl-octanal
(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one