(2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane

Base Information

Chemical Name:(2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane
CAS No.:475051-46-8
Molecular Formula:C₃₅H₆₂O₃Si₃
Molecular Weight:615.132
Hs Code.:

Synonyms:(2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane

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Chemical Property of (2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane

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Technology Process of (2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane

There total 6 articles about (2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane 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: 92.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 443761-71-5
(2R,3S,4S)-3,5-bis(tert-butyldimethylsilyloxy)-2,4-dimethylpentan-1-ol

: 475051-46-8
(2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(02)01389-8 DOI:10.1021/jo034901c

Reference yield:

: 374896-36-3
ethyl (2R,3S,4S)-2-bromo-5-(tert-butyldimethylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

: 475051-46-8
(2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / Mg; ethelene dibromide; Bu₃SnH / Et₃B / CH₂Cl₂; diethyl ether / 2 h / 0 °C

2: 87 percent / 2,6-lutidine / 1 h / 20 °C

3: 80 percent / DIBALH / CH₂Cl₂ / 3 h / -78 °C

4: 92 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; tri-n-butyl-tin hydride; diisobutylaluminium hydride; magnesium; ethylene dibromide; triethyl borane; In diethyl ether; dichloromethane;
DOI:10.1021/jo034901c

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 475051-46-8
(2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / 2,6-lutidine / 1 h / 20 °C

2: 80 percent / DIBALH / CH₂Cl₂ / 3 h / -78 °C

3: 92 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/jo034901c