Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester
CAS No.:53008-64-3
Molecular Formula:C₄₁H₄₂O₈S
Molecular Weight:694.846
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Chemical Property:

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Technology Process of Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

There total 5 articles about Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl 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:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 98-59-9
p-toluenesulfonyl chloride

: 53008-64-3
Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: 2,3,4,6-Tetra-O-benzyl-D-glucopyranose; With potassium hexamethylsilazane; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; at -15 ℃; for 0.166667h; Inert atmosphere;

p-toluenesulfonyl chloride; In tetrahydrofuran; at -15 ℃; for 2h; Reagent/catalyst; Temperature; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jacs.9b07022

Reference yield:

: 79378-79-3
2,3,4,6-Tetra-O-benzyl-1-O-(p-tolylsulfinyl)-α-D-glucopyranose

: 53008-64-3
Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

Reference yield:

: 536-57-2
p-toluene sulfinic acid

: 53008-64-3
Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1,2-dichloro-ethane / 0.25 h

2: 98 percent / 1,2-dichloro-ethane / 0.08 h

3: m-chloroperbenzoic acid / CH₂Cl₂

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1,2-dichloro-ethane;