(2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-3-ol

Base Information

Chemical Name:(2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-3-ol
CAS No.:1185750-33-7
Molecular Formula:C₃₆H₄₈O₃Si
Molecular Weight:556.861
Hs Code.:

Synonyms:(2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-3-ol

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Chemical Property of (2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-3-ol

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Technology Process of (2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-3-ol

There total 1 articles about (2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-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: 55.0%

: 1022186-63-5
(2S,3R,4S)-1-(benzyloxy)-2,4-dimethyl-3-(triethylsilanyloxy)-5-heptyne

: 88158-68-3
4-(tert-butyldiphenylsilyloxy)-1-butyne

: 1185750-33-7
(2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-3-ol

Guidance literature:: (2S,3R,4S)-1-(benzyloxy)-2,4-dimethyl-3-(triethylsilanyloxy)-5-heptyne; With triisopropoxytitanium(IV) chloride; cyclopentylmagnesium chloride; In diethyl ether; hexane; toluene; at -78 - -30 ℃; for 2h; Inert atmosphere;

4-(tert-butyldiphenylsilyloxy)-1-butyne; In diethyl ether; hexane; toluene; at -30 ℃; for 2h; Inert atmosphere;

With pyridinium p-toluenesulfonate; In ethanol; at 50 ℃; for 2.5h; Inert atmosphere;
DOI:10.1016/j.tet.2009.04.073

Reference yield: 86.0%

: 1185750-33-7
(2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-3-ol

: 1185750-35-9
(2S,3R,4S,6S)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldecan-3-ol

Guidance literature:: With Ir(cycloocta-1,5-diene)(C₁₀H₁₅C₃H₃NOC₂H₄N₂C₃H₂(C₆H₃(iPr)2) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate; hydrogen; In dichloromethane; at 25 ℃; for 2.5h; under 37494.2 Torr; diastereoselective reaction;
DOI:10.1016/j.tet.2009.04.073

Reference yield:

: 1185750-33-7
(2S,3R,4S,5E,7E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldeca-5,7-dien-3-ol

: 1185750-35-9
(2S,3R,4S,6S)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldecan-3-ol

: 1185750-36-0
(2S,3R,4S,6R)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldecan-3-ol

: 1185750-39-3
(2S,3R,4S,6Z)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldec-6-en-3-ol

: 1185750-38-2
(2S,3R,4S,6E)-1-(benzyloxy)-10-(tert-butyldiphenylsilyloxy)-2,4,6-trimethyldec-6-en-3-ol

Guidance literature:: With [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; hydrogen; In dichloromethane; for 4h; under 41372.9 Torr;
DOI:10.1016/j.tet.2009.04.073