p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

Base Information

Chemical Name:p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside
CAS No.:1316823-35-4
Molecular Formula:C₄₂H₃₇N₅O₁₆
Molecular Weight:867.78
Hs Code.:

Synonyms:p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

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Chemical Property of p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

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Technology Process of p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

There total 10 articles about p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-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: 72.0%

: 1316823-01-4
p-nitrophenyl 2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

: 1316823-07-0
ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

: 1316823-35-4
p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

Guidance literature:: p-nitrophenyl 2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside; ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside; With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at 20 ℃; for 0.333333h; Inert atmosphere; Molecular sieve;

With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.carres.2011.03.036

Reference yield:

: 98-88-4
benzoyl chloride

: 1316823-35-4
p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 1 h / 0 °C / Cooling with ice

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 °C / Cooling with ice

3.1: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

With 2,6-di-tert-butyl-4-methylpyridine; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane;
DOI:10.1016/j.carres.2011.03.036

Reference yield:

: 1147438-51-4
p-nitrophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

: 1316823-35-4
p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 0.5 h / 20 °C / pH 10

1.2: Dowex H+

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; acetonitrile / 1 h / 20 °C

3.1: pyridine / 1 h / 0 °C / Cooling with ice

4.1: water; acetic acid / dichloromethane / 50 h / 20 - 50 °C

5.1: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

5.2: 1 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

With 2,6-di-tert-butyl-4-methylpyridine; water; sodium methylate; toluene-4-sulfonic acid; acetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.carres.2011.03.036