(2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol

Base Information

Chemical Name:(2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol
CAS No.:1452816-24-8
Molecular Formula:C₃₁H₄₀O₃Si
Molecular Weight:488.742
Hs Code.:

Synonyms:(2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol

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Chemical Property of (2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol

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Technology Process of (2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol

There total 6 articles about (2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-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: 76.0%

: 1452816-23-7
(2R,3S)-E-6-(benzyloxy)-2,4-dimethylhex-4-ene-1,3-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1452816-24-8
(2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol

Guidance literature:: With 1H-imidazole; In dichloromethane; at -30 ℃; for 2h;
DOI:10.1002/adsc.201200709

Reference yield:

: 1452816-19-1
(R)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethylhex-4-en-3-one

: 1452816-20-4
(2R,3R)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol

: 1452816-24-8
(2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 2h; Overall yield = 88 %;
DOI:10.1002/adsc.201200709

Reference yield:

: 443752-42-9
[4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-2-oxo-butyl]-phosphonic acid diethyl ester

: 1452816-24-8
(2R,3S)-E-6-(benzyloxy)-1-[(tert-butyldiphenylsilyl)-oxy]-2,4-dimethylhex-4-en-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: barium(II) hydroxide / tetrahydrofuran; water / 0.5 h / 0 °C

1.2: 2 h / 25 °C

2.1: diisobutylaluminium hydride / toluene / 2 h / -78 °C

With diisobutylaluminium hydride; barium(II) hydroxide; In tetrahydrofuran; water; toluene;
DOI:10.1002/adsc.201200709