4-methoxyphenyl N-benzyl-2-amino-2,3-N,O-carbonyl-4,6-di-O-benzyl-2-deoxy-β-Dglucopyranoside

Base Information

Chemical Name:4-methoxyphenyl N-benzyl-2-amino-2,3-N,O-carbonyl-4,6-di-O-benzyl-2-deoxy-β-Dglucopyranoside
CAS No.:1616860-50-4
Molecular Formula:C₃₅H₃₅NO₇
Molecular Weight:581.665
Hs Code.:

Synonyms:4-methoxyphenyl N-benzyl-2-amino-2,3-N,O-carbonyl-4,6-di-O-benzyl-2-deoxy-β-Dglucopyranoside

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Chemical Property of 4-methoxyphenyl N-benzyl-2-amino-2,3-N,O-carbonyl-4,6-di-O-benzyl-2-deoxy-β-Dglucopyranoside

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Technology Process of 4-methoxyphenyl N-benzyl-2-amino-2,3-N,O-carbonyl-4,6-di-O-benzyl-2-deoxy-β-Dglucopyranoside

There total 2 articles about 4-methoxyphenyl N-benzyl-2-amino-2,3-N,O-carbonyl-4,6-di-O-benzyl-2-deoxy-β-Dglucopyranoside 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: 60.0%

: 100-39-0
benzyl bromide

: 187022-27-1
4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 1616860-50-4
4-methoxyphenyl N-benzyl-2-amino-2,3-N,O-carbonyl-4,6-di-O-benzyl-2-deoxy-β-Dglucopyranoside

Guidance literature:: 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside; With 15-crown-5; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; for 20h; regioselective reaction; Inert atmosphere;
DOI:10.1002/adsc.201400269

Reference yield:

: 35946-66-8
2-(acetoxymethyl)-5-{[(benzyloxy)carbonyl]amino}tetrahydropyran-3,4,6-triyl triacetate

: 150-76-5
4-methoxy-phenol

: 1616860-50-4
4-methoxyphenyl N-benzyl-2-amino-2,3-N,O-carbonyl-4,6-di-O-benzyl-2-deoxy-β-Dglucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 20 °C / Inert atmosphere

2.1: 15-crown-5; sodium hydroxide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.2: 20 h / Inert atmosphere

With 15-crown-5; boron trifluoride diethyl etherate; sodium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/adsc.201400269