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

Base Information

Chemical Name:(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-one
CAS No.:275804-98-3
Molecular Formula:C₃₀H₄₁ClO₂Si
Molecular Weight:497.193
Hs Code.:

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

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

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

There total 5 articles about (3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-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: 87.0%

: 275804-97-2
(S)-8-chloro-2-methylocta-5,7-dienoic acid N-methoxy-N-methyl amide

: 275804-95-0
(3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether

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

Guidance literature:: (3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether; With tert.-butyl lithium; In diethyl ether; hexane; at -78 ℃; for 0.25h;

(S)-8-chloro-2-methylocta-5,7-dienoic acid N-methoxy-N-methyl amide; In diethyl ether; hexane; at -78 ℃; for 1h; Further stages.;
DOI:10.1021/ja9945313

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With tert.-butyl lithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In diethyl ether; 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

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

Guidance literature:: Multi-step reaction with 3 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

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