(R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-1-ol

Base Information

Chemical Name:(R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-1-ol
CAS No.:193749-56-3
Molecular Formula:C₂₅H₄₄O₄Si
Molecular Weight:436.707
Hs Code.:

Synonyms:(R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-1-ol

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Chemical Property of (R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-1-ol

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Technology Process of (R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-1-ol

There total 4 articles about (R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-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: 31.0%

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: (2R,6R)-1-Benzyloxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptane-3,5-diol

: 193749-56-3
(R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-1-ol

: (4S,5R,6R)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-6-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-5-methyl-[1,3,2]dioxasilinane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; for 36h;
DOI:10.1021/ol025674o

Reference yield:

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: (2R,6R)-1-Benzyloxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptane-3,5-diol

: 193749-56-3
(R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-1-ol

Guidance literature:: di-tert-butylsilyl bis(trifluoromethanesulfonate); (2R,6R)-1-Benzyloxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptane-3,5-diol; With 2,6-dimethylpyridine; In dichloromethane; for 36h;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 3h; Further stages.;
DOI:10.1021/ol025674o

Reference yield:

: 160238-46-0
(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal

: 193749-56-3
(R)-2-[(4R,5S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: CH₂Cl₂ / -78 °C

2.1: 67 percent / DIBAL / diethyl ether / -100 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 36 h

3.2: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 3 h / 20 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In diethyl ether; dichloromethane;
DOI:10.1021/ol025674o