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

Base Information

Chemical Name:ethyl (2S,3R,4S)-5-(tert-butyldiphenylsiloxy)-2-bromo-3-methoxymethoxy-2,4-dimethylpentanoate
CAS No.:625109-61-7
Molecular Formula:C₂₇H₃₉BrO₅Si
Molecular Weight:551.593
Hs Code.:

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

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

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

There total 4 articles about ethyl (2S,3R,4S)-5-(tert-butyldiphenylsiloxy)-2-bromo-3-methoxymethoxy-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: 92.0%

: 109-87-5
Dimethoxymethane

: 625109-58-2
ethyl (2S,3R,4S)-2-bromo-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

: 625109-61-7
ethyl (2S,3R,4S)-5-(tert-butyldiphenylsiloxy)-2-bromo-3-methoxymethoxy-2,4-dimethylpentanoate

Guidance literature:: With phosphorus pentoxide; In chloroform; at 20 ℃; for 3h;
DOI:10.1021/jo034901c

Reference yield:

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

: 625109-61-7
ethyl (2S,3R,4S)-5-(tert-butyldiphenylsiloxy)-2-bromo-3-methoxymethoxy-2,4-dimethylpentanoate

Guidance literature:: Multi-step reaction with 3 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

With borane-THF; oxalyl dichloride; phosphorus pentoxide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; 1.1: Swern oxidation;
DOI:10.1021/jo034901c

Reference yield:

: 123284-89-9
(+/-)-2-methyl-3-[(tert-butyldiphenylsilyl)oxy]propanal

: 625109-61-7
ethyl (2S,3R,4S)-5-(tert-butyldiphenylsiloxy)-2-bromo-3-methoxymethoxy-2,4-dimethylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.1: 92 percent / P₂O₅ / CHCl₃ / 3 h / 20 °C

With borane-THF; phosphorus pentoxide; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/jo034901c