(2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-2-ol

Base Information

Chemical Name:(2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-2-ol
CAS No.:378197-94-5
Molecular Formula:C₃₂H₄₈O₂Si
Molecular Weight:492.817
Hs Code.:

Synonyms:(2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-2-ol

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Chemical Property of (2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-2-ol

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Technology Process of (2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-2-ol

There total 4 articles about (2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-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: 80.0%

: 378197-93-4
(4aS,8aS,2R,4R)-4-(2-[tert-butyldiphenylsilyloxy]ethyl)-4a,8,8,trimethyl-3-methyleneperhydro-2-naphthalenol

: 378197-96-7
tert-Butyl-diphenyl-[2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-ethoxy]-silane

: 378197-94-5
(2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-2-ol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 12h; under 760.051 Torr;
DOI:10.1021/jo010154c

Reference yield:

: 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

: 378197-94-5
(2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / imidazole / dimethylformamide / 1 h / 20 °C

2.1: SOCl₂; 4-DMAP / pyridine / -50 - 0 °C

2.2: 62 percent / SeO₂; salicylic acid; tBuOOH / CH₂Cl₂ / 48 h / 20 °C

3.1: 80 percent / H₂ / Pd/C / ethanol / 12 h / 20 °C / 760.05 Torr

With 1H-imidazole; dmap; thionyl chloride; hydrogen; palladium on activated charcoal; In pyridine; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo010154c

Reference yield:

: 564-20-5,1216-84-8,30450-17-0,58976-28-6,64090-92-2,67844-42-2,79768-41-5,79768-42-6,86688-27-9,86688-28-0,95406-08-9,98719-44-9,98719-46-1,131831-65-7,140851-80-5
(3aR)-(+)-sclareolide

: 378197-94-5
(2R,4S,4aR,8aS)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4a,8,8-tetramethyl-decahydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2.1: 99 percent / imidazole / dimethylformamide / 1 h / 20 °C

3.1: SOCl₂; 4-DMAP / pyridine / -50 - 0 °C

3.2: 62 percent / SeO₂; salicylic acid; tBuOOH / CH₂Cl₂ / 48 h / 20 °C

4.1: 80 percent / H₂ / Pd/C / ethanol / 12 h / 20 °C / 760.05 Torr

With 1H-imidazole; dmap; lithium aluminium tetrahydride; thionyl chloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; pyridine; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo010154c