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

Base Information

Chemical Name:p-methoxyphenyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1→6)-3-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside
CAS No.:1541179-61-6
Molecular Formula:C₅₆H₅₆O₁₄
Molecular Weight:953.052
Hs Code.:

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

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

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

There total 5 articles about p-methoxyphenyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1→6)-3-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside 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:

: O-(3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-D-glucopyranosyl) N-phenyltrifluoroacetimidate

: 1541178-94-2
C₃₄H₃₄O₈

: 1541179-59-2
p-methoxyphenyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1→6)-3-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

: 1541179-61-6
p-methoxyphenyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1→6)-3-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: With methyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; Overall yield = 96 %; Molecular sieve;
DOI:10.1016/j.carres.2013.11.016

Reference yield:

: 1541178-74-8
p-methoxyphenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

: 1541179-59-2
p-methoxyphenyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1→6)-3-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

: 1541179-61-6
p-methoxyphenyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1→6)-3-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: borane-THF; trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran; dichloromethane / 20 °C / Inert atmosphere

2: methyl trifluoromethanesulfonate / dichloromethane / 20 °C / Molecular sieve

With borane-THF; trimethylsilyl trifluoromethanesulfonate; methyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2013.11.016

Reference yield:

: 4-methoxyphenyl 4,6-di-O-benzylidene-β-D-glucopyranoside

: 1541179-59-2
p-methoxyphenyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1→6)-3-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

: 1541179-61-6
p-methoxyphenyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1→6)-3-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: di(n-butyl)tin oxide / toluene / 6 h / Reflux

1.2: 80 - 90 °C

2.1: pyridine; dmap

3.1: borane-THF; trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran; dichloromethane / 20 °C / Inert atmosphere

4.1: methyl trifluoromethanesulfonate / dichloromethane / 20 °C / Molecular sieve

With pyridine; dmap; borane-THF; trimethylsilyl trifluoromethanesulfonate; di(n-butyl)tin oxide; methyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.carres.2013.11.016