(2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol

Base Information

• Chemical Name: (2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol
• CAS No.: 714264-84-3
• Molecular Formula: C₃₉H₅₄O₂Si
• Molecular Weight: 582.942

Synonyms:(2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol

Chemical Property of (2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol

Chemical Property:

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Technology Process of (2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol

There total 1 articles about (2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

methylmagnesium bromide (75-16-1) + (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propionaldehyde (219906-42-0) → (2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol (714264-84-3)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1016/j.bmcl.2004.03.081

Reference yield: 75.0%

(2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol (714264-84-3) → (S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-one (714264-98-9)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2004.03.081

Reference yield:

(2S,3S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-ol (714264-84-3) → tert-Butyl-{(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-[(S)-1-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy}-diphenyl-silane (714264-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / PDC / dimethylformamide; CH₂Cl₂ / 20 °C

2: 98 percent / CH(OEt)3; p-TsOH*H₂O / 20 °C

With dipyridinium dichromate; toluene-4-sulfonic acid; orthoformic acid triethyl ester; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.03.081

upstream raw materials:

methylmagnesium bromide

(S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propionaldehyde

Downstream raw materials:

(S)-3-[(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butan-2-one

tert-Butyl-{(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-[(S)-1-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy}-diphenyl-silane

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