ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside
CAS No.:1352813-72-9
Molecular Formula:C₅₂H₄₈O₁₇S
Molecular Weight:977.009
Hs Code.:

Synonyms:ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

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Chemical Property of ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

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Technology Process of ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

There total 2 articles about ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside 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: 98.0%

: {[methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyl}trichloroacetimidate

: 75-08-1
ethanethiol

: 1352813-72-9
ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 4 ℃; for 2h; Molecular sieve;
DOI:10.1021/ja2083015

Reference yield:

: [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-D-galactopyranose

: 1352813-72-9
ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / -30 - 20 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 4 °C / Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1021/ja2083015

Reference yield: 69.0%

: 1082470-89-0
2-azidoethyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: 1352813-72-9
ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

: 1352813-73-0
2-azidoethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: 2-azidoethyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside; ethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside; With N-iodo-succinimide; In dichloromethane; at -25 ℃; for 0.0833333h; Molecular sieve; Inert atmosphere;

With trifluorormethanesulfonic acid; In dichloromethane; at -25 ℃; for 2.5h; Molecular sieve; Inert atmosphere;

With pyridine; In dichloromethane; at -25 - -10 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja2083015