(E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-ol

Base Information

Chemical Name:(E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-ol
CAS No.:160836-00-0
Molecular Formula:C₂₅H₄₆O₄Si₂
Molecular Weight:466.809
Hs Code.:

Synonyms:(E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-ol

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Chemical Property of (E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-ol

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Technology Process of (E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-ol

There total 7 articles about (E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-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: 83.0%

: 1-[(E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-enyloxymethyl]-4-methoxy-benzene

: 160836-00-0
(E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-ol

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1021/jo00075a024

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 160836-00-0
(E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 - 20 °C

2: 83 percent / DDQ, H₂O / CH₂Cl₂

With water; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1021/jo00075a024

Reference yield:

: 100-39-0
benzyl bromide

: 160836-00-0
(E)-(2S,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / NaH / dimethylformamide / 2 h / -40 - 0 °C

2: 90 percent / 90percent aq. AcOH / methanol / 10 h / 85 °C

3: 99 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 - 20 °C

4: 83 percent / DDQ, H₂O / CH₂Cl₂

With water; sodium hydride; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00075a024