(4R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-8-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]oct-1-en-4-ol

Base Information

Chemical Name:(4R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-8-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]oct-1-en-4-ol
CAS No.:1071913-36-4
Molecular Formula:C₂₆H₄₈O₃Si₂
Molecular Weight:464.836
Hs Code.:

Synonyms:(4R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-8-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]oct-1-en-4-ol

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Chemical Property of (4R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-8-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]oct-1-en-4-ol

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Technology Process of (4R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-8-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]oct-1-en-4-ol

There total 3 articles about (4R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-8-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]oct-1-en-4-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: 96.0%

: 1068608-43-4
(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]pentanal

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1071913-36-4
(4R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-8-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]oct-1-en-4-ol

Guidance literature:: 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With (R,R)-1,2-bis(2-cyclooctyl-4-fluoro-phenyl)ethane-1,2-diol; tin(IV) chloride; sodium carbonate; In dichloromethane; toluene; at -78 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]pentanal; at -78 ℃; for 12h; optical yield given as %de; enantioselective reaction; Further stages; Inert atmosphere;
DOI:10.1021/jo900553f

Reference yield:

: 1068608-43-4
(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]pentanal

: 1730-25-2
allylmagnesium bromide

: 1071913-36-4
(4R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-8-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]oct-1-en-4-ol

Guidance literature:: allylmagnesium bromide; With B-chlorodiisopinocampheylborane; In diethyl ether; Inert atmosphere; Cooling with acetone-dry ice; Cooling with ice;

(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]pentanal; In diethyl ether; at -90 ℃; for 2h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.200800389