(E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol

Base Information

Chemical Name:(E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol
CAS No.:896451-26-6
Molecular Formula:C₄₀H₅₈O₅Si
Molecular Weight:646.983
Hs Code.:

Synonyms:(E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol

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Chemical Property of (E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol

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Technology Process of (E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol

There total 2 articles about (E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-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: 54.0%

: 896451-31-3
(2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: (E)-(2S,3S,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol

: 896451-26-6
(E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol

Guidance literature:: (2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne; With triisopropoxytitanium(IV) chloride; cyclopentylmagnesium chloride; In diethyl ether; hexane; toluene; at -78 - -30 ℃;

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal; With boron trifluoride diethyl etherate; In diethyl ether; hexane; toluene; at -78 ℃; for 1h;
DOI:10.1021/ol0607995

Reference yield:

: 896451-25-5
(2S,4S,5R,6S)-1-benzyloxy-4-methoxy-2,6-dimethylnon-7-yn-5-ol

: 896451-26-6
(E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / NaH / tetrahydrofuran / 1 h / 23 °C

2.1: ClTi(Oi-Pr)3; c-C₅H₉MgCl / toluene; hexane; diethyl ether / -78 - -30 °C

2.2: 54 percent / BF₃*OEt₂ / toluene; hexane; diethyl ether / 1 h / -78 °C

With triisopropoxytitanium(IV) chloride; sodium hydride; cyclopentylmagnesium chloride; In tetrahydrofuran; diethyl ether; hexane; toluene;
DOI:10.1021/ol0607995