(3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile

Base Information

Chemical Name:(3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile
CAS No.:186809-11-0
Molecular Formula:C₁₉H₂₉NO₂Si
Molecular Weight:331.53
Hs Code.:

Synonyms:(3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile

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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 (3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile

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Technology Process of (3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile

There total 5 articles about (3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile 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: 94.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 186809-10-9
(3S,4R)-4-Benzyloxy-3-hydroxy-hex-5-enenitrile

: 186809-11-0
(3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/ja963900h

Reference yield:

: 110009-21-7,115586-66-8,110044-33-2
(S)-2-((R)-1-benzyloxy-allyl)-oxirane

: 186809-11-0
(3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / methanol / 2.5 h / 70 °C

2: 94 percent / imidazole / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; In methanol; N,N-dimethyl-formamide; 1: Ring cleavage / 2: silylation;
DOI:10.1021/ja970839n

Reference yield:

: 102490-00-6
(2S,3R)-1,2-epoxy-4-penten-3-ol

: 186809-11-0
(3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / -20 - 20 °C

2: 93 percent / methanol / 2.5 h / 70 °C

3: 94 percent / imidazole / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: benzylation / 2: Ring cleavage / 3: silylation;
DOI:10.1021/ja970839n