(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

Base Information

Chemical Name:(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
CAS No.:219906-42-0
Molecular Formula:C₃₈H₅₀O₂Si
Molecular Weight:566.899
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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: 86.0%

: 219906-41-9
(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]-propan-1-ol

: 219906-42-0
(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

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1021/jo981685c

Reference yield:

: 53-43-0
dehydroepiandrosterone

: 219906-42-0
(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

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) t-BuOK / 1.) THF, room temperature, 1 h, 2.) reflux, 4 h

2: 100 percent / imidazole / dimethylformamide / Ambient temperature

3: 75 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.17 h / Ambient temperature

4: 86 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; boron trifluoride diethyl etherate; potassium tert-butylate; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo981685c

Reference yield:

: 219906-40-8
(Z)-3β-(tert-butyldiphenylsiloxy)pregna-5,17-diene

: 219906-42-0
(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

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.17 h / Ambient temperature

2: 86 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / Ambient temperature

With boron trifluoride diethyl etherate; Dess-Martin periodane; In dichloromethane;
DOI:10.1021/jo981685c