p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside
CAS No.:1434152-60-9
Molecular Formula:C₆₈H₇₀O₁₀S
Molecular Weight:1079.36
Hs Code.:

Synonyms:p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

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Chemical Property of p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

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Technology Process of p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

There total 15 articles about p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-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: 82.0%

: 1159181-00-6
p-tolyl 2,3,4-tri-O-benzyl-7-O-methyl-6-deoxy-1-thio-β-D-galacto-hept-6-enopyranoside

: 90358-01-3
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate

: 1434152-60-9
p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

: p-methylphenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; diastereoselective reaction; Molecular sieve;
DOI:10.1016/j.tet.2013.03.094

Reference yield:

: 1159181-00-6
p-tolyl 2,3,4-tri-O-benzyl-7-O-methyl-6-deoxy-1-thio-β-D-galacto-hept-6-enopyranoside

: 211678-08-9
p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

: 1434152-60-9
p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

: p-methylphenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside; With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; N,N-dimethyl-formamide; In dichloromethane; at -10 ℃;

p-tolyl 2,3,4-tri-O-benzyl-7-O-methyl-6-deoxy-1-thio-β-D-galacto-hept-6-enopyranoside; In dichloromethane; for 2h;
DOI:10.1002/asia.201300933

Reference yield:

: C₂₀H₂₂O₅S

: 1434152-60-9
p-methylphenyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N-dimethyl-formamide; sodium hydride

2.1: N,N-dimethyl-formamide; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.17 h / -10 - 20 °C / Molecular sieve

2.2: 2 h

3.1: trifluoroacetic acid / acetonitrile / 5 h / 0 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / Inert atmosphere; Cooling with ice

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; sodium hydride; N,N-dimethyl-formamide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1002/asia.201300933