(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-ol

Base Information

Chemical Name:(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-ol
CAS No.:275805-02-2
Molecular Formula:C₃₀H₄₃ClO₂Si
Molecular Weight:499.209
Hs Code.:

Synonyms:(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-ol

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Chemical Property of (3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-ol

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Technology Process of (3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-ol

There total 7 articles about (3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-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:

: 275804-98-3
(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-one

: 275805-02-2
(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-ol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃; for 3h;
DOI:10.1021/ja9945313

Reference yield:

: (5E,7E)-(S)-8-Chloro-2-methyl-octa-5,7-dienoic acid

: 275805-02-2
(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 0.130 g / i-Pr₂NEt; BOP / CH₂Cl₂ / 1 h

2.1: t-BuLi / diethyl ether; hexane / 0.25 h / -78 °C

2.2: 87 percent / diethyl ether; hexane / 1 h / -78 °C

3.1: NaBH₄ / ethanol / 3 h / 20 °C

With sodium tetrahydroborate; tert.-butyl lithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In diethyl ether; ethanol; hexane; dichloromethane;
DOI:10.1021/ja9945313

Reference yield:

: 275804-91-6
(S,S)-4-benzyl-3-(8-chloro-2-methylocta-5,7-dienoyl)oxazolidin-2-one

: 275805-02-2
(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂O₂ / tetrahydrofuran; H₂O / 0.08 h / 0 °C

1.2: LiOH*H₂O / tetrahydrofuran; H₂O / 4 h / 0 °C

2.1: 0.130 g / i-Pr₂NEt; BOP / CH₂Cl₂ / 1 h

3.1: t-BuLi / diethyl ether; hexane / 0.25 h / -78 °C

3.2: 87 percent / diethyl ether; hexane / 1 h / -78 °C

4.1: NaBH₄ / ethanol / 3 h / 20 °C

With sodium tetrahydroborate; dihydrogen peroxide; tert.-butyl lithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water;
DOI:10.1021/ja9945313