(2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol

Base Information

Chemical Name:(2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol
CAS No.:183293-40-5
Molecular Formula:C₂₀H₃₆O₃Si
Molecular Weight:352.59
Hs Code.:

Synonyms:(2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol

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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 (2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol

Chemical Property:

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Technology Process of (2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol

There total 3 articles about (2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-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: 70.0%

: 108393-28-8
(2S,3R,4S)-5-benzyloxy-2,3-dimethylpentane-1,4-diol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 183293-40-5
(2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 18h; Ambient temperature;
DOI:10.1016/0040-4039(95)01154-A

Reference yield:

: 108393-28-8
(2S,3R,4S)-5-benzyloxy-2,3-dimethylpentane-1,4-diol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 40217-17-2,90719-32-7,120574-96-1,102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

: 183293-40-5
(2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 1h; Yield given. Yields of byproduct given; Ambient temperature;
DOI:10.1021/jo9809433

Reference yield:

: 183506-80-1
(4R,2'R,3'S,4'S)-4-benzyl-3-(5'-benzyloxy-3'-hydroxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

: 183293-40-5
(2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: LiBH₄ / tetrahydrofuran; methanol / 0.67 h / 0 °C

2: Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; lithium borohydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo9809433