4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:219518-21-5
Molecular Formula:C₂₄H₂₈O₇S
Molecular Weight:460.548
Hs Code.:

Synonyms:4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of 4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of 4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside

There total 6 articles about 4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-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: 92.0%

: 219518-20-4
4-methylphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 219518-21-5
4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; 3 Angstroems MS; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.666667h;
DOI:10.1021/jo981204p

Reference yield:

: 617-86-7
triethylsilane

: 219518-20-4
4-methylphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: C₃₀H₄₂O₇SSi

: 219518-21-5
4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With phosphotungstic acid; In dichloromethane; at 0 ℃; for 12h; regioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1039/c9ra06170c

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 219518-21-5
4-methylphenyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / TsOH / acetonitrile / 17 h

2: 97 percent / pyridine / 18 h / 22 °C

3: 92 percent / NaBH₃CN, 3 Angstroems MS, HCl / tetrahydrofuran; diethyl ether / 0.67 h / 0 °C

With hydrogenchloride; 3 Angstroems MS; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; acetonitrile;
DOI:10.1021/jo981204p