phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside
CAS No.:1402422-28-9
Molecular Formula:C₁₈H₂₈O₇S₂
Molecular Weight:420.548
Hs Code.:

Synonyms:phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

There total 1 articles about phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-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: 73.0%

: 1402422-27-8
(E)-phenyl 6-deoxy-6-C-ethoxysulfonylmethylene-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

: 1402422-28-9
phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

Guidance literature:: With 10% Pd/C; hydrogen; triethylamine; In ethanol; water; for 48h; under 750.075 Torr;
DOI:10.1002/chem.201201041

Reference yield: 11.0%

: 1393472-04-2
phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1402422-28-9
phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

: 1590421-98-9
phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1590421-99-0
C₁₈H₂₈O₇S₂

Guidance literature:: phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside; phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside; In dichloromethane; at -75 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene; at -75 - -15 ℃; for 1.5h; chemoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2014.02.012

Reference yield:

: 1402422-28-9
phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

: 1590421-98-9
phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1590421-99-0
C₁₈H₂₈O₇S₂

Guidance literature:: Multi-step reaction with 2 steps

1.1: bromine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: dichloromethane / 0.5 h / -30 - 20 °C / Molecular sieve

2.2: 1.5 h / -30 - 20 °C / Molecular sieve

With bromine; In dichloromethane;
DOI:10.1016/j.carres.2014.02.012