methyl 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-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-β-D-galactopyranosyl-β-D-glucopyranosyl)-2,4,6-tri-O-benzyl-β-D-galactopyranoside
CAS No.:93253-20-4
Molecular Formula:C₄₉H₅₉NO₁₆
Molecular Weight:918.005
Hs Code.:

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

There total 9 articles about methyl 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-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: 72.3%

: 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

: 93253-20-4
methyl 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-β-D-galactopyranosyl-β-D-glucopyranosyl)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: With sodium methylate; In methanol; Ambient temperature;
DOI:10.1016/0008-6215(84)85070-3

Reference yield:

: 93253-14-6
methyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 93253-20-4
methyl 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-β-D-galactopyranosyl-β-D-glucopyranosyl)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 77.2 percent / 10percent palladium-on-carbon / ethanol; acetic acid; H₂O / 48 h / 75 °C

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

3: 95.9 percent / 0.1 M sodium methoxide / methanol / 2.5 h / Ambient temperature

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

5: 88 percent / mercuric cianide / benzene; nitromethane / 1.) 50 deg C, 3 h, 2.) 18 h, room temperature

6: 72.3 percent / 0.1 M sodium methoxide / methanol / Ambient temperature

With sodium methylate; mercury(II) cyanide; 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:

: 1824-94-8
methyl beta-D-galactopyranoside

: 93253-20-4
methyl 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-β-D-galactopyranosyl-β-D-glucopyranosyl)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium iodide / 1.) benzene, 20 h, reflux, 2.) benzene, 60 deg C, 7 h

2: 80 percent / sodium hydride / dimethylformamide / 22 h / Ambient temperature

3: 77.2 percent / 10percent palladium-on-carbon / ethanol; acetic acid; H₂O / 48 h / 75 °C

4: 53.4 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 48 h / 70 °C

5: 95.9 percent / 0.1 M sodium methoxide / methanol / 2.5 h / Ambient temperature

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

7: 88 percent / mercuric cianide / benzene; nitromethane / 1.) 50 deg C, 3 h, 2.) 18 h, room temperature

8: 72.3 percent / 0.1 M sodium methoxide / methanol / Ambient temperature

With sodium methylate; mercury(II) cyanide; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; 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