(2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester

Base Information

Chemical Name:(2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester
CAS No.:375826-96-3
Molecular Formula:C₂₁H₃₆O₄Si
Molecular Weight:380.6
Hs Code.:

Synonyms:(2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester

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Chemical Property of (2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester

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Technology Process of (2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester

There total 3 articles about (2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester 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: 95.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 142929-76-8
(2S,3S)-5-Benzyloxy-3-hydroxy-2-methyl-pentanoic acid ethyl ester

: 375826-96-3
(2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/S0040-4020(02)00666-X

Reference yield: 94.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: (S)-5-Benzyloxy-3-hydroxy-2-methyl-pentanoic acid ethyl ester

: 375826-96-3
(2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester

Guidance literature:: With 2,6-dimethylpyridine;
DOI:10.1002/1521-3773(20010903)40:17<3224::AID-ANIE3224>3.0.CO;2-D

Reference yield:

: 95112-81-5,113335-04-9
(S)-ethyl 5-benzyloxy-3-hydroxypentanoate

: 375826-96-3
(2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / lithium diisopropylamide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran

2: 94 percent / 2,6-lutidine

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide; In tetrahydrofuran; 1: Frater-Seebach alkylation;
DOI:10.1002/1521-3773(20010903)40:17<3224::AID-ANIE3224>3.0.CO;2-D