ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

Base Information

Chemical Name:ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate
CAS No.:625109-63-9
Molecular Formula:C₂₅H₃₆O₄Si
Molecular Weight:428.644
Hs Code.:

Synonyms:ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

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Chemical Property of ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

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Technology Process of ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

There total 7 articles about ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate 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: 89.0%

: ethyl (3R,4S)-5-(tert-butyldiphenylsiloxy)-3-methoxymethoxy-2,4-dimethylpentanoate

: 625109-63-9
ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

Guidance literature:: With titanium tetrachloride; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/jo034901c

Reference yield: 89.0%

: 625109-62-8
ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-methoxymethoxy-2,4-dimethylpentanoate

: 625109-63-9
ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

Guidance literature:: With titanium tetrachloride; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.tetasy.2003.06.005

Reference yield:

: 129029-85-2
(2RS)-3-(tert-butyldiphenylsilyloxy)-2-methylpropanol

: 625109-63-9
ethyl (2R,3R,4S)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: BH₃*THF / CH₂Cl₂; tetrahydrofuran / 1 h / 0 - 20 °C

2.2: CH₂Cl₂; tetrahydrofuran / 3 h / -78 °C

3.1: 92 percent / P₂O₅ / CHCl₃ / 3 h / 20 °C

4.1: 89 percent / Bu₃SnH; Et₃B / toluene; hexane / 2 h / -78 °C

5.1: 89 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / 20 °C

With borane-THF; oxalyl dichloride; triethyl borane; tri-n-butyl-tin hydride; phosphorus pentoxide; titanium tetrachloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene; 1.1: Swern oxidation;
DOI:10.1021/jo034901c