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Soraphen AAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by express
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(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 |
---|---|
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 |
---|---|
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
tert-Butyl-{(S)-3-methoxy-3-[(4S,5R,6R)-2,2,5-trimethyl-6-((R)-1-methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxan-4-yl]-prop-1-ynyl}-dimethyl-silane
(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: 97 percent / m-chloroperbenzoic acid, NaHCO3 / CH2Cl2 / 0.75 h / 0 - 20 °C View Scheme |
{(S)-3-[(4S,5R,6R)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-3-methoxy-prop-1-ynyl}-tert-butyl-dimethyl-silane
(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
2-((3S,4R)-3,4-Dimethoxy-5-trityloxy-pentyl)-[1,3]dithiane
(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 |
[(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester
(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
(4S,5R,6S)-4-[(S)-3-(tert-Butyl-dimethyl-silanyl)-1-methoxy-prop-2-ynyl]-6-[(E)-(1S,4R,5S,10S)-10-(tert-butyl-dimethyl-silanyloxy)-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl]-2,2,5-trimethyl-[1,3]dioxane
(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
(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
(1S,6S,7R)-6,7-Dimethoxy-1-phenyl-8-trityloxy-octan-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 2: 90 percent / (COCl)2 / dimethylsulfoxide; CH2Cl2 / 1 h / -78 °C View Scheme |
p-Methoxybenzyl bromide
(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
5-O-(4-methoxybenzyl)soraphen
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Ambient temperature; | 89% |
(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
methyl iodide
Conditions | Yield |
---|---|
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 55 - 60℃; for 0.416667h; | 83% |
methanol
(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
(3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-one
Conditions | Yield |
---|---|
With sulfuric acid at 20℃; for 24h; | 81% |
(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
phenylcarbonochloridothioate
Thiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16R,17S,18R)-1-hydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-17-yl) ester O-phenyl ester
Conditions | Yield |
---|---|
With pyridine In dichloromethane |
(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 lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 6h; |
(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
(2R,3S,8S)-8-(tert-butyldimethylsilyloxy)-2,3-dimethoxy-8-phenyloctan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: LiAlH4 / tetrahydrofuran / 6 h / 20 °C 2.1: 492 mg / imidazole / dimethylformamide / 48 h / 20 °C 3.1: O3 / CH2Cl2 / 0.08 h / -70 °C 3.2: 73.0 mg / NaBH4 / CH2Cl2; methanol / 1.5 h / 20 °C View Scheme |
(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
(2R,3S,8R)-2,3,8-trimethoxy-8-phenyloctan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 81 percent / H2SO4 / 24 h / 20 °C 2.1: aq. OsO4; 4-methylmorpholine N-oxide / acetone; 2-methyl-propan-2-ol / 24 h / 20 °C 3.1: aq. NaIO4 / tetrahydrofuran / 0.67 h / 20 °C 3.2: 33.7 mg / NaBH4 / CH2Cl2; methanol / 2 h / 20 °C View Scheme |
(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
(3R,3aR,5R,6S,7aS)-5-((S)-2-Hydroxy-1-methyl-ethyl)-3a,7a-dimethoxy-3,6-dimethyl-hexahydro-furo[3,2-b]pyran-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 81 percent / H2SO4 / 24 h / 20 °C 2.1: aq. OsO4; 4-methylmorpholine N-oxide / acetone; 2-methyl-propan-2-ol / 24 h / 20 °C 3.1: aq. NaIO4 / tetrahydrofuran / 0.67 h / 20 °C 3.2: 33.6 mg / NaBH4 / CH2Cl2; methanol / 2 h / 20 °C View Scheme |
(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 4 steps 1.1: 81 percent / H2SO4 / 24 h / 20 °C 2.1: aq. OsO4; 4-methylmorpholine N-oxide / acetone; 2-methyl-propan-2-ol / 24 h / 20 °C 3.1: aq. NaIO4 / tetrahydrofuran / 0.67 h / 20 °C 3.2: 33.7 mg / NaBH4 / CH2Cl2; methanol / 2 h / 20 °C 4.1: TEMPO; aq. NaClO2; NaClO / NaHCO3; KBr / acetone; various solvent(s) / 1.5 h / 0 °C View Scheme |
(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 4 steps 1.1: 81 percent / H2SO4 / 24 h / 20 °C 2.1: aq. OsO4; 4-methylmorpholine N-oxide / acetone; 2-methyl-propan-2-ol / 24 h / 20 °C 3.1: aq. NaIO4 / tetrahydrofuran / 0.67 h / 20 °C 3.2: 33.6 mg / NaBH4 / CH2Cl2; methanol / 2 h / 20 °C 4.1: PDC / dimethylformamide / 27 h / 20 °C View Scheme |
(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 4 steps 1.1: LiAlH4 / tetrahydrofuran / 6 h / 20 °C 2.1: 492 mg / imidazole / dimethylformamide / 48 h / 20 °C 3.1: O3 / CH2Cl2 / 0.08 h / -70 °C 3.2: 73.0 mg / NaBH4 / CH2Cl2; methanol / 1.5 h / 20 °C 4.1: pyridinium dichromate / dimethylformamide / 40 h / 20 °C View Scheme |
(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 3 steps 1.1: LiAlH4 / tetrahydrofuran / 6 h / 20 °C 2.1: 492 mg / imidazole / dimethylformamide / 48 h / 20 °C 3.1: O3 / CH2Cl2 / 0.08 h / -70 °C 3.2: 78.2 mg / NaBH4 / CH2Cl2; methanol / 1.5 h / 20 °C View Scheme |
(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 2 steps 1: 81 percent / H2SO4 / 24 h / 20 °C 2: aq. OsO4; 4-methylmorpholine N-oxide / acetone; 2-methyl-propan-2-ol / 24 h / 20 °C View Scheme |
(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
1,5,17-tris(tert-butyldimethylsilyloxy)-1,17-secosoraphen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran / 6 h / 20 °C 2: 492 mg / imidazole / dimethylformamide / 48 h / 20 °C View Scheme |
(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 5 steps 1: pyridine / CH2Cl2 2: (Me3Si)3SiH, AIBN / toluene / 0.25 h / 110 °C 3: 35 percent / PBr3 / toluene / 0.67 h / -70 °C 4: 63 percent / p-TSA / methanol / Ambient temperature 5: 48 percent / NaBH4 / dioxane / 0.75 h / 90 °C View Scheme |
(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 5 steps 1: pyridine / CH2Cl2 2: (Me3Si)3SiH, AIBN / toluene / 0.25 h / 110 °C 3: 35 percent / PBr3 / toluene / 0.67 h / -70 °C 4: 64 percent / NaBH4 / tetrahydrofuran; various solvent(s) / 2 h / Ambient temperature 5: 19 percent / NaH / tetrahydrofuran / 1.) -10 deg C, 1 h, 2.) r.t., 1 h View Scheme |
(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 5 steps 1: pyridine / CH2Cl2 2: (Me3Si)3SiH, AIBN / toluene / 0.25 h / 110 °C 3: 35 percent / PBr3 / toluene / 0.67 h / -70 °C 4: 64 percent / NaBH4 / tetrahydrofuran; various solvent(s) / 2 h / Ambient temperature 5: 24 percent / NaH / tetrahydrofuran / 1.) -10 deg C, 1 h, 2.) r.t., 1 h View Scheme |
(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
(E)-(1R,2S,5S,10S,11R,14S,15R,16S)-10,11-Dimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-ene-3,18-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine / CH2Cl2 2: (Me3Si)3SiH, AIBN / toluene / 0.25 h / 110 °C 3: 35 percent / PBr3 / toluene / 0.67 h / -70 °C View Scheme |
(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
(E)-(1R,2S,5S,10S,11R,14S,15R,16S,18R)-1-Hydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / CH2Cl2 2: (Me3Si)3SiH, AIBN / toluene / 0.25 h / 110 °C View Scheme |
(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 4 steps 1: pyridine / CH2Cl2 2: (Me3Si)3SiH, AIBN / toluene / 0.25 h / 110 °C 3: 35 percent / PBr3 / toluene / 0.67 h / -70 °C 4: 63 percent / p-TSA / methanol / Ambient temperature View Scheme |
(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
(E)-(1R,2S,5S,10S,11R,14S,15R,16S,18R)-18-Hydroxy-10,11-dimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: pyridine / CH2Cl2 2: (Me3Si)3SiH, AIBN / toluene / 0.25 h / 110 °C 3: 35 percent / PBr3 / toluene / 0.67 h / -70 °C 4: 64 percent / NaBH4 / tetrahydrofuran; various solvent(s) / 2 h / Ambient temperature View Scheme |
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