tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane
CAS No.:91327-65-0
Molecular Formula:C₂₀H₃₈O₃Si
Molecular Weight:354.605
Hs Code.:

Synonyms:tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane

There total 2 articles about tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane 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:

: 91312-63-9
methyl 3-O-(tert-butyldimethylsilyl)-2,4-dideoxy-6-hydroxy-α-D-erythro-hexopyranoside

: 91327-65-0
tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 1)oxalyl chloride/DMSO, 2) Et₃N / 1) -60 deg C, 15 min., 2) -60 deg C, 15 min.

2: 1) n-BuLi / in THF, 1) 0 deg C, 1h, 2) RT, 6h

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine;
DOI:10.1021/jo00195a023

Reference yield:

: 91312-68-4
methyl 3-O-(tert-butyldimethylsilyl)-2,4-dideoxy-6-oxo-α-D-erythro-hexopyranoside

: 91312-70-8
(cyclohexylmethyl)triphenylphosphonium iodide

: 91327-65-0
tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction; in THF, 1) 0 deg C, 1h, 2) RT, 6h;
DOI:10.1021/jo00195a023

Reference yield: 100.0%

: 91327-65-0
tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane

: 91312-72-0
methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 2.66667h; under 760 Torr; Ambient temperature;
DOI:10.1021/jo00195a023