4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-β-D-glucopyranoside

Base Information

Chemical Name:4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-β-D-glucopyranoside
CAS No.:201547-52-6
Molecular Formula:C₂₀H₂₃NO₉S₃
Molecular Weight:517.602
Hs Code.:

Synonyms:4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-β-D-glucopyranoside

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Chemical Property of 4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-β-D-glucopyranoside

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Technology Process of 4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-β-D-glucopyranoside

There total 1 articles about 4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-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: 54.0%

: 108-24-7
acetic anhydride

: 124-63-0
methanesulfonyl chloride

: 201547-00-4
4-cyanophenyl 1,5-dithio-β-D-glucopyranoside

: 201547-50-4
4-cyanophenyl 2,3,4,6-tetra-O-acetyl-1,5-dithio-β-D-glucopyranoside

: 201547-52-6
4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-β-D-glucopyranoside

: Acetic acid (2S,3R,4S,5S,6R)-5-acetoxy-2-(4-cyano-phenylsulfanyl)-4-methanesulfonyloxy-6-methanesulfonyloxymethyl-tetrahydro-thiopyran-3-yl ester

Guidance literature:: methanesulfonyl chloride; 4-cyanophenyl 1,5-dithio-β-D-glucopyranoside; With pyridine; In chloroform; at 0 - 20 ℃; for 3h;

acetic anhydride; With pyridine; In chloroform; at 20 ℃;
DOI:10.1016/S0008-6215(97)10041-6

Reference yield: 98.0%

: 201547-52-6
4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-β-D-glucopyranoside

: 201547-53-7
4-cyanophenyl 2,3,4-tri-O-acetyl-6-deoxy-6-iodo-1,5-dithio-β-D-glucopyranoside

Guidance literature:: With sodium iodide; In various solvent(s); for 4h; Heating;
DOI:10.1016/S0008-6215(97)10041-6

Reference yield:

: 201547-52-6
4-cyanophenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1,5-dithio-β-D-glucopyranoside

: 4-cyanophenyl 6-deoxy-1,5-dithio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / sodium iodide / various solvent(s) / 4 h / Heating

2: 43 percent / sodium borohydride; nickel(II) chloride hexahydrate / ethanol / 0.5 h / 20 °C

3: 93 percent / NaOMe / methanol

With sodium tetrahydroborate; sodium methylate; sodium iodide; nickel dichloride; In methanol; ethanol; 1: Substitution / 2: Reduction / 3: Deacetylation;
DOI:10.1016/S0008-6215(97)10041-6