S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside
CAS No.:1334540-50-9
Molecular Formula:C₃₇H₄₈O₆SSi
Molecular Weight:648.936
Hs Code.:

Synonyms:S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

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Chemical Property of S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

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Technology Process of S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

There total 7 articles about S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside 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%

: 1334540-35-0
(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 93-97-0
benzoic acid anhydride

: 1334540-50-9
S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

Guidance literature:: (2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-1-thio-β-D-glucopyranoside; tert-butyldimethylsilyl chloride; With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

benzoic acid anhydride; With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1039/c7cc00520b

Reference yield: 88.0%

: 1334540-38-3
S-(2-methyl-5-tert-butylphenyl)-4,6-O-benzylidene-3-O-tertbutyldimethylsilyl-1-thio-?-D-glucopyranoside

: 98-88-4
benzoyl chloride

: 1334540-50-9
S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; at 0 - 70 ℃; Inert atmosphere;
DOI:10.1039/c1cc13614c

Reference yield:

: 1421758-31-7
(2-methyl-5-tert-butylphenyl) 1-thio-β-D-glucopyranoside

: 1334540-50-9
S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 0 °C

3: pyridine; dmap / 0 - 70 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; camphor-10-sulfonic acid; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c1cc13614c