Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester
CAS No.:115019-42-6
Molecular Formula:C₃₅H₅₄O₄SSi
Molecular Weight:598.963
Hs Code.:

Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester

Synonyms:Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester

There total 4 articles about Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester 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: 93.0%

: 98-59-9
p-toluenesulfonyl chloride

: 115019-40-4
3β-((tert-butyldimethylsilyl)oxy)-22-hydroxy-23,24-bisn-orchol-5,16(17)-diene

: 115019-42-6
Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1039/c39880000342

Reference yield:

: 115019-36-8
(E)-ethyl 3β-(tert-buthyldimethylsiloxy)pregna-5,17-(20)-dien-21-oate

: 115019-42-6
Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA; 2.) HMPA / 1.) THF, -78 deg C, 1 h; 2.) THF, -78 deg C, 2 h then -40 deg C, 1 h

2: 97 percent / LiAlH₄ / diethyl ether / 1 h / Heating

3: 93 percent / pyridine / Ambient temperature

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; lithium diisopropyl amide; In diethyl ether;
DOI:10.1039/c39880000342

Reference yield:

: 42151-23-5
(3S)-3-tert-butyldimethylsilyloxyandrost-5-en-17-one

: 115019-42-6
Toluene-4-sulfonic acid (S)-2-[(3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: sodium ethoxide

2: 1.) LDA; 2.) HMPA / 1.) THF, -78 deg C, 1 h; 2.) THF, -78 deg C, 2 h then -40 deg C, 1 h

3: 97 percent / LiAlH₄ / diethyl ether / 1 h / Heating

4: 93 percent / pyridine / Ambient temperature

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; sodium ethanolate; lithium diisopropyl amide; In diethyl ether;
DOI:10.1039/c39880000342