(2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester

Base Information

Chemical Name:(2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester
CAS No.:471261-23-1
Molecular Formula:C₂₈H₃₆O₅SSi
Molecular Weight:512.742
Hs Code.:

Synonyms:(2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester

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Chemical Property of (2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester

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Technology Process of (2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester

There total 6 articles about (2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl 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: 79.0%

: 58879-34-8
(S)-5-tosyloxypentan-4-olide

: 58479-61-1
tert-butylchlorodiphenylsilane

: 471261-23-1
(2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester

Guidance literature:: (S)-5-tosyloxypentan-4-olide; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃;

tert-butylchlorodiphenylsilane; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1021/ol051483k

Reference yield: 70.0%

: 89872-57-1
(2S)-2,5-dihydroxy-1-tosyloxypentane

: 58479-61-1
tert-butylchlorodiphenylsilane

: 471261-23-1
(2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1021/jo010500q

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 471261-23-1
(2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / pyridine / CHCl₃ / 12 h / 0 °C

2.1: BH₃*DMS / tetrahydrofuran / 0 - 20 °C

2.2: 79 percent / imidazole / dimethylformamide / 15 h / 20 °C

With pyridine; dimethylsulfide borane complex; In tetrahydrofuran; chloroform;
DOI:10.1021/ol051483k