(E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-4-en-3-ol

Base Information

Chemical Name:(E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-4-en-3-ol
CAS No.:139371-72-5
Molecular Formula:C₂₇H₄₈O₅Si
Molecular Weight:480.761
Hs Code.:

Synonyms:(E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-4-en-3-ol

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Chemical Property of (E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-4-en-3-ol

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Technology Process of (E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-4-en-3-ol

There total 4 articles about (E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-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: 70.0%

: 139371-71-4
(Z)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4-iodo-6-methyl-oct-4-en-3-ol

: 74-88-4
methyl iodide

: 139371-73-6
(E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-6-methyl-oct-4-en-3-ol

: 139371-72-5
(E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-4-en-3-ol

Guidance literature:: With LiCuMe₂(CN); In tetrahydrofuran; for 19h; -78 deg C -> -25 deg C;
DOI:10.1016/0040-4039(91)80527-D

Reference yield:

: 139371-74-7
((E)-(1R,2S)-1-Benzyloxymethyl-2-methyl-4-tributylstannanyl-pent-3-enyloxy)-tert-butyl-dimethyl-silane

: 139371-72-5,139406-86-3
(E)-(6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-4-en-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: I₂ / tetrahydrofuran / -78 °C

2: 1) t-BuLi / 1) -78 deg C, 10 min, 2) -100 deg C to -40 deg C, 1 h

With iodine; tert.-butyl lithium; In tetrahydrofuran;
DOI:10.1016/0040-4039(91)80527-D

Reference yield:

: 139371-70-3
(Z)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-6-methyl-4-tributylstannanyl-oct-4-en-3-ol

: 139371-72-5
(E)-(3S,6S,7R)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1,1-diethoxy-4,6-dimethyl-oct-4-en-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: I₂ / tetrahydrofuran / Ambient temperature

2: 70 percent / lithium dimethylcyanocuprate / tetrahydrofuran / 19 h / -78 deg C -> -25 deg C

With LiCuMe₂(CN); iodine; In tetrahydrofuran;
DOI:10.1016/0040-4039(91)80527-D