(1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol

Base Information

Chemical Name:(1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol
CAS No.:222545-65-5
Molecular Formula:C₄₀H₆₀O₂Si
Molecular Weight:601.001
Hs Code.:

Synonyms:(1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol

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Chemical Property of (1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol

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Technology Process of (1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol

There total 10 articles about (1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-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: 56.0%

: 20404-65-3,823785-65-5
(-)-(2R,4aS,8aS)-2,5,5,8a-Tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1(2H)-one

: 222545-62-2
tert-Butyl-((3E,5E)-(R)-8-iodo-2,6-dimethyl-octa-3,5-dienyloxy)-diphenyl-silane

: 222545-65-5
(1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol

Guidance literature:: With tert.-butyl lithium; In diethyl ether; pentane; at -90 ℃; for 0.5h;
DOI:10.1055/s-1999-2580

Reference yield:

: 143088-61-3
(2S)-1-bromo-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropane

: 222545-65-5
(1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / NaH / dimethylformamide / 25 °C

2: 93 percent / m-CPBA / CH₂Cl₂ / 25 °C

3: 87 percent / LiN(TMS)2 / tetrahydrofuran; hexane / 1.5 h / -78 °C

4: 52 percent / p-TSA / ethanol / 25 °C

5: 95 percent / PPh₃P, imidazole, I₂ / CH₂Cl₂ / 25 °C

6: 56 percent / t-BuLi / diethyl ether; pentane / 0.5 h / -90 °C

With 1H-imidazole; iodine; tert.-butyl lithium; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1055/s-1999-2580

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 222545-65-5
(1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / imidazole / dimethylformamide / 25 °C

2: 92 percent / NaH / dimethylformamide / 25 °C

3: 93 percent / m-CPBA / CH₂Cl₂ / 25 °C

4: 87 percent / LiN(TMS)2 / tetrahydrofuran; hexane / 1.5 h / -78 °C

5: 52 percent / p-TSA / ethanol / 25 °C

6: 95 percent / PPh₃P, imidazole, I₂ / CH₂Cl₂ / 25 °C

7: 56 percent / t-BuLi / diethyl ether; pentane / 0.5 h / -90 °C

With 1H-imidazole; iodine; tert.-butyl lithium; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1055/s-1999-2580