(-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one

Base Information

Chemical Name:(-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one
CAS No.:1259491-15-0
Molecular Formula:C₃₀H₄₄O₂Si
Molecular Weight:464.764
Hs Code.:

Synonyms:(-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one

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Chemical Property of (-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one

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Technology Process of (-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one

There total 1 articles about (-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-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:

: 1067-71-6
Diethyl (2-oxopropyl)phosphonate

: C₂₇H₄₀O₂Si

: 1259491-15-0
(-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one

Guidance literature:: Diethyl (2-oxopropyl)phosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

C₂₇H₄₀O₂Si; In tetrahydrofuran; hexane; at 20 ℃; for 10h; Inert atmosphere;
DOI:10.1002/chem.201001284

Reference yield: 88.0%

: 1259491-15-0
(-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one

: 75-16-1
methylmagnesium bromide

: 1259491-16-1
(-)-(4R,6R,8S,10S)-11-(tert-butyl-diphenyl-silyloxy)-4,6,8,10-tetramethyl-undecan-2-one

Guidance literature:: methylmagnesium bromide; With (R,S(Fe))-Josiphos/CuBr; In t-BuOMe; diethyl ether; at -80 ℃; for 0.333333h; Inert atmosphere;

(-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one; In t-BuOMe; diethyl ether; at -80 ℃; for 19.5h; Inert atmosphere;

With methanol; In diethyl ether; tert-butyl alcohol; at -80 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201001284

Reference yield: 85.0%

: 1259491-15-0
(-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one

: 75-16-1
methylmagnesium bromide

: 1259491-35-4
(-)-(4S,6R,8S,10S)-11-(tert-butyl-diphenyl-silyloxy)-4,6,8,10-tetramethyl-undecan-2-one

Guidance literature:: methylmagnesium bromide; With (S,R(Fe))-Josiphos/CuBr; In t-BuOMe; diethyl ether; at -80 ℃; for 0.333333h; Inert atmosphere;

(-)-(6R,8S,10S,E)-11-(tert-butyl-diphenyl-silyloxy)-6,8,10-trimethyl-undec-3-en-2-one; In t-BuOMe; diethyl ether; at -80 ℃; for 19.5h; Inert atmosphere;

With methanol; In diethyl ether; tert-butyl alcohol; at -80 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201001284