methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-1-thio-β-D-glucopyranoside
CAS No.:213020-54-3
Molecular Formula:C₃₄H₃₅BrO₇S₂
Molecular Weight:699.684
Hs Code.:

Synonyms:methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-1-thio-β-D-glucopyranoside

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Chemical Property of methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-1-thio-β-D-glucopyranoside

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Technology Process of methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-1-thio-β-D-glucopyranoside

There total 3 articles about methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-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: 45.0%

: 98-58-8
4-bromobenzenesulfonyl chloride

: acetic acid 4,5-bis-benzyloxy-2-benzyloxymethyl-6-{4,5-bis-benzyloxy-2-benzyloxymethyl-6-[4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yloxy}-tetrahydro-pyran-3-yl ester

: 213020-54-3
methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-1-thio-β-D-glucopyranoside

Guidance literature:: dmap; In pyridine; at 70 ℃; for 7h;
DOI:10.1016/S0040-4020(98)00577-8

Reference yield: 26.0%

: 157428-35-8
methyl 2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 98-58-8
4-bromobenzenesulfonyl chloride

: 213020-54-3
methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-1-thio-β-D-glucopyranoside

Guidance literature:: dmap; In pyridine; at 70 ℃; for 11h;
DOI:10.1016/S0040-4020(98)00577-8

Reference yield:

: (4aR,6S,7R,8S,8aR)-7,8-Bis-benzyloxy-6-methylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 213020-54-3
methyl 2,3,6-tri-O-benzyl-4-O-(4-bromobenzylsulfonyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / (HOCH₂)3CNHCH₂CH₂SO₃H; CF₃CO₂H / CH₂Cl₂ / 5 h / 0 - 20 °C

2: 26 percent / 4-dimethylaminopyridine / pyridine / 11 h / 70 °C

With N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; trifluoroacetic acid; dmap; In pyridine; dichloromethane; 1: Hydrolysis / 2: Substitution;
DOI:10.1016/S0040-4020(98)00577-8