2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside

Base Information

Chemical Name:2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside
CAS No.:1351686-13-9
Molecular Formula:C₂₉H₄₂O₁₆S₂
Molecular Weight:710.775
Hs Code.:

Synonyms:2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside

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Chemical Property of 2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside

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Technology Process of 2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside

There total 1 articles about 2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-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: 61.0%

: 19879-84-6
tetraacetyl thioglucose

: 108-24-7
acetic anhydride

: 1351686-13-9
2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside

: 6806-56-0,13639-50-4,51898-27-2,62860-10-0,63783-77-7,92217-67-9,92217-68-0,130796-15-5
O²,O³,O⁴,O⁶,S-Pentaacetyl-1-thio-β-D-glucopyranose

Guidance literature:: tetraacetyl thioglucose; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

With 18-crown-6 ether; In tetrahydrofuran; at -18 - 20 ℃; for 24h;

acetic anhydride; Further stages;
DOI:10.1021/jo2018685

Reference yield:

: 1351686-13-9
2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside

: 1351686-20-8
2-propyl 2,6-di-O-acetyl-3,4-di-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside

: 55676-46-5
2,3,4,6-tetra-O-acetyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: Cysteamine / acetonitrile / 1 h / 65 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / -18 °C

With trimethylsilyl trifluoromethanesulfonate; Cysteamine; In dichloromethane; acetonitrile;
DOI:10.1021/jo2018685