methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside
CAS No.:92596-13-9
Molecular Formula:C₅₇H₆₇NO₂₀
Molecular Weight:1086.15
Hs Code.:

methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Synonyms:methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside

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Chemical Property of methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside

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Technology Process of methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside

There total 10 articles about methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-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: 88.0%

: 116499-13-9
methyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 92596-13-9
methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: With mercury(II) cyanide; In nitromethane; benzene; 1.) 50 deg C, 3 h, 2.) 18 h, room temperature;
DOI:10.1016/0008-6215(84)85070-3

Reference yield:

: 93274-52-3
methyl 3-O-allyl-β-D-galactopyranoside

: 92596-13-9
methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / sodium hydride / dimethylformamide / 22 h / Ambient temperature

2: 77.2 percent / 10percent palladium-on-carbon / ethanol; acetic acid; H₂O / 48 h / 75 °C

3: 53.4 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 48 h / 70 °C

4: 95.9 percent / 0.1 M sodium methoxide / methanol / 2.5 h / Ambient temperature

5: p-toluenesulfonic acid / dimethylformamide / 48 h / Ambient temperature

6: 88 percent / mercuric cianide / benzene; nitromethane / 1.) 50 deg C, 3 h, 2.) 18 h, room temperature

With sodium methylate; mercury(II) cyanide; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; nitromethane; ethanol; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(84)85070-3

Reference yield:

: 100-44-7
benzyl chloride

: 92596-13-9
methyl 3-O-<2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / sodium hydride / dimethylformamide / 22 h / Ambient temperature

2: 77.2 percent / 10percent palladium-on-carbon / ethanol; acetic acid; H₂O / 48 h / 75 °C

3: 53.4 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 48 h / 70 °C

4: 95.9 percent / 0.1 M sodium methoxide / methanol / 2.5 h / Ambient temperature

5: p-toluenesulfonic acid / dimethylformamide / 48 h / Ambient temperature

6: 88 percent / mercuric cianide / benzene; nitromethane / 1.) 50 deg C, 3 h, 2.) 18 h, room temperature

With sodium methylate; mercury(II) cyanide; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; nitromethane; ethanol; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(84)85070-3