(4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one

Base Information

Chemical Name:(4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one
CAS No.:303998-25-6
Molecular Formula:C₃₈H₄₄O₄Si
Molecular Weight:592.85
Hs Code.:

Synonyms:(4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one

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Chemical Property of (4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one

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Technology Process of (4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one

There total 6 articles about (4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one 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:

: (2R,4S,4aS,4bS,10bR,12aS)-8-Allyloxy-4-benzyloxymethoxy-2-(dimethyl-phenyl-silanyl)-4a-methyl-11-trimethylsilanyloxy-1,2,3,4,4a,4b,5,6,10b,12a-decahydro-chrysene

: 303998-25-6
(4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one

Guidance literature:: With palladium diacetate; 2,6-di-tert-butyl-4-methylpyridine; oxygen; In dimethyl sulfoxide; at 25 ℃; for 12h;
DOI:10.1021/ja0024892

Reference yield:

: (2R,4bR)-8-Allyloxy-2-(dimethyl-phenyl-silanyl)-4a-methyl-11-triethylsilanyloxy-2,3,4a,4b,5,6,12,12a-octahydro-1H-chrysen-4-one

: 303998-25-6
(4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / -78 °C

2: 92 percent / i-Pr₂NEt / CH₂Cl₂ / 46 h / 23 °C

3: 89 percent / p-TsOH / CH₂Cl₂; methanol / 0.08 h / 23 °C

4: LDA / tetrahydrofuran / 0.33 h / -78 °C

5: 856 mg / O₂; Pd(OAc)2; 2,6-di-tert-butyl-4-methylpyridine / dimethylsulfoxide / 12 h / 25 °C

With palladium diacetate; lithium aluminium tetrahydride; 2,6-di-tert-butyl-4-methylpyridine; oxygen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja0024892

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 303998-25-6
(4bR,8R,10S,10aR,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-7,8,9,10,10a,10b,11,12-octahydro-4bH-chrysen-5-one

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / i-Pr₂NEt / CH₂Cl₂ / 46 h / 23 °C

2: 89 percent / p-TsOH / CH₂Cl₂; methanol / 0.08 h / 23 °C

3: LDA / tetrahydrofuran / 0.33 h / -78 °C

4: 856 mg / O₂; Pd(OAc)2; 2,6-di-tert-butyl-4-methylpyridine / dimethylsulfoxide / 12 h / 25 °C

With palladium diacetate; 2,6-di-tert-butyl-4-methylpyridine; oxygen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja0024892