(1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol

Base Information

Chemical Name:(1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol
CAS No.:1428321-55-4
Molecular Formula:C₃₃H₃₆O₅S
Molecular Weight:544.712
Hs Code.:

Synonyms:(1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol

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Chemical Property of (1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol

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Technology Process of (1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol

There total 1 articles about (1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-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: 77.0%

: 79083-43-5
methyl 2,3,5-tri-O-benzyl-α-D-arabinofuranoside

: 108-98-5
thiophenol

: 1428321-55-4
(1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol

Guidance literature:: methyl 2,3,5-tri-O-benzyl-α-D-arabinofuranoside; With dimethylboron bromide; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

thiophenol; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 2h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo3027438

Reference yield: 66.0%

: 1428321-55-4
(1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol

: 98-88-4
benzoyl chloride

: 1428322-11-5
(1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-yl benzoate

Guidance literature:: With dmap; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo3027438

Reference yield:

: 1428321-55-4
(1S,2S,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol

: 1428322-13-7
(3R,4R,Z)-2,3,5-tris(benzyloxy)-1-methoxypent-1-en-4-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap / dichloromethane / 2 h / 0 °C / Inert atmosphere

2.1: water; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C

2.2: 2 h / 110 °C

With dmap; water; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo3027438