(3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate

Base Information

Chemical Name:(3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate
CAS No.:762262-01-1
Molecular Formula:C₂₄H₄₁NO₄Si
Molecular Weight:435.679
Hs Code.:

Synonyms:(3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate

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Technology Process of (3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate

There total 2 articles about (3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate 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:

: 81445-44-5
(S)-2-(benzyloxy)propanal

: (Z)-3-(tributylstannyl)-2-((trimethylsilyl)methyl)prop-1-enyl diisopropylcarbamate

: (5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate

: 762262-01-1
(3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -97 ℃; for 1h;
DOI:10.1016/j.tet.2004.06.084

Reference yield:

: 77287-11-7
methyl (S)-2-(benzyloxy)propanoate

: 762262-01-1
(3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / DIBAL-H / CH₂Cl₂; toluene / -78 °C

2: SnCl₄ / CH₂Cl₂ / 1 h / -97 °C

With tin(IV) chloride; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1016/j.tet.2004.06.084