(4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-dien-5-ol

Base Information

Chemical Name:(4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-dien-5-ol
CAS No.:1440422-47-8
Molecular Formula:C₂₆H₄₆O₂Si₂
Molecular Weight:446.821
Hs Code.:

Synonyms:(4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-dien-5-ol

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Chemical Property of (4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-dien-5-ol

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Technology Process of (4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-dien-5-ol

There total 3 articles about (4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-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: 70.0%

: C₁₂H₁₆Si

: 623926-29-4
(2R,3S,4S)-3-(tert-butyldimethylsilanyloxy)-2,4-dimethylhex-5-enal

: 1440422-47-8
(4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-dien-5-ol

Guidance literature:: C₁₂H₁₆Si; With L-diisopinocampheylborane; In toluene; at -25 - -15 ℃; for 8h; Inert atmosphere;

(2R,3S,4S)-3-(tert-butyldimethylsilanyloxy)-2,4-dimethylhex-5-enal; In toluene; at -78 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tet.2013.06.053

Reference yield:

: C₃₂H₅₁BSi

: 623926-29-4
(2R,3S,4S)-3-(tert-butyldimethylsilanyloxy)-2,4-dimethylhex-5-enal

: 1440422-47-8
(4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-dien-5-ol

Guidance literature:: In toluene; at -78 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tet.2013.04.098

Reference yield:

: C₁₂H₁₆Si

: 1440422-47-8
(4S,5R,6S,7S,8S,Z)-7-((tert-butyldimethylsilyl)oxy)-4-(dimethyl(phenyl)silyl)-6,8-dimethyldeca-2,9-dien-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1: diisopinocampheylborane / toluene / 8 h / -25 - -15 °C / Inert atmosphere

2: toluene / 12 h / -78 - 20 °C / Inert atmosphere

With diisopinocampheylborane; In toluene;
DOI:10.1016/j.tet.2013.04.098