benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Base Information

Chemical Name:benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside
CAS No.:581814-32-6
Molecular Formula:C₃₀H₃₇N₃O₁₆
Molecular Weight:695.634
Hs Code.:

Synonyms:benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

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Chemical Property of benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

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Technology Process of benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

There total 4 articles about benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-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: 93.0%

: 108-24-7
acetic anhydride

: 639460-01-8
benzyl 2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

: 581814-32-6
benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 4h;
DOI:10.1021/ja036584x

Reference yield:

: 92420-89-8
methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate

: 581814-32-6
benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / trimethylsilyl trifluoromethanesulfonate; MS₄A / CH₂Cl₂ / 1 h

2: 93 percent / aq. acetic acid / 1 h / 80 °C

3: 93 percent / pyridine / 4 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetic acid; In dichloromethane;
DOI:10.1021/ja036584x

Reference yield:

: 103833-25-6
Benzyl-2-azido-4,6-O-benzyliden-2-desoxy-β-D-galactopyranosid

: 581814-32-6
benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / trimethylsilyl trifluoromethanesulfonate; MS₄A / CH₂Cl₂ / 1 h

2: 93 percent / aq. acetic acid / 1 h / 80 °C

3: 93 percent / pyridine / 4 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetic acid; In dichloromethane;
DOI:10.1021/ja036584x