p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside
CAS No.:1616968-80-9
Molecular Formula:C₅₆H₅₆O₁₅
Molecular Weight:969.052
Hs Code.:

Synonyms:p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

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Chemical Property of p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

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Technology Process of p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

There total 6 articles about p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-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: 81.0%

: 1262589-19-4
p-methoxyphenyl 2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1→3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

: 1616968-80-9
p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: p-methoxyphenyl 2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1→3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside; With triethylsilane; In dichloromethane; at 0 ℃; for 0.166667h;

With boron trifluoride diethyl etherate; In dichloromethane; for 0.0833333h;
DOI:10.1016/j.carres.2014.05.018

Reference yield:

: 100-39-0
benzyl bromide

: 1616968-80-9
p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h

2.1: acetic acid / water / 2 h / 80 °C

3.1: camphor-10-sulfonic acid / acetonitrile / 0.5 h / 20 °C

4.1: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C / Molecular sieve; Inert atmosphere

4.2: 0.33 h / 0 °C / Molecular sieve; Inert atmosphere

5.1: triethylsilane / dichloromethane / 0.17 h / 0 °C

5.2: 0.08 h

With triethylsilane; N-iodo-succinimide; camphor-10-sulfonic acid; sodium hydride; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.carres.2014.05.018

Reference yield:

: 159922-68-6
4-methoxyphenyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

: 1616968-80-9
p-methoxyphenyl 2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranosyl-(1 → 3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid / water / 2 h / 80 °C

2.1: camphor-10-sulfonic acid / acetonitrile / 0.5 h / 20 °C

3.1: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C / Molecular sieve; Inert atmosphere

3.2: 0.33 h / 0 °C / Molecular sieve; Inert atmosphere

4.1: triethylsilane / dichloromethane / 0.17 h / 0 °C

4.2: 0.08 h

With triethylsilane; N-iodo-succinimide; camphor-10-sulfonic acid; acetic acid; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2014.05.018