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

Base Information

• Chemical Name: p-tolyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-α(1→3)-4,6-O-benzylidene-2-O-benzyl-thio-β-D-galactopyranoside
• CAS No.: 1427297-45-7
• Molecular Formula: C₆₁H₆₂O₁₀S
• Molecular Weight: 987.223

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

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

Chemical Property:

Purity/Quality:

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

There total 2 articles about p-tolyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-α(1→3)-4,6-O-benzylidene-2-O-benzyl-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: 62.0%

p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside (220645-60-3) + p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (211678-08-9) → p-tolyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-α(1→3)-4,6-O-benzylidene-2-O-benzyl-thio-β-D-galactopyranoside (1427297-45-7)

Guidance literature:

p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside; With N,N-dimethyl-formamide; In dichloromethane; at -10 - 20 ℃; for 0.333333h; Molecular sieve;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 ℃; for 2.5h; Molecular sieve;

p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside; In dichloromethane; at -10 - 0 ℃; for 5h; Molecular sieve;

DOI:10.1002/adsc.201200396

Reference yield: 60.0%

p-tolyl 2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside (1217343-76-4) + 2,3,4-O-tribenzyl-1-(4-tolyl)thio-α-L-rhamnopyranoside (916994-68-8,807361-40-6) → p-tolyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-α(1→3)-4,6-O-benzylidene-2-O-benzyl-thio-β-D-galactopyranoside (1427297-45-7)

Guidance literature:

2,3,4-O-tribenzyl-1-(4-tolyl)thio-α-L-rhamnopyranoside; With N,N-dimethyl-formamide; In dichloromethane; at -15 - 20 ℃; for 0.333333h; Molecular sieve;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -15 ℃; for 1.5h; Molecular sieve;

p-tolyl 2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside; In dichloromethane; at -10 ℃; for 5h; Molecular sieve;

DOI:10.1002/adsc.201200396

Reference yield: 52.0%

p-tolyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-α(1→3)-4,6-O-benzylidene-2-O-benzyl-thio-β-D-galactopyranoside (1427297-45-7) + methyl 2,3-O-isopropylidene-α-L-rhamnoside (14133-63-2) → methyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-α(1→3)-4,6-O-benzylidene-2-O-benzyl-D-galactopyranosyl-α(1→4)-2,3-O-isopropylidene-α-L-rhamnopyranoside (1427297-46-8)

Guidance literature:

p-tolyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-α(1→3)-4,6-O-benzylidene-2-O-benzyl-thio-β-D-galactopyranoside; With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 - 20 ℃; for 1.83333h; Molecular sieve;

methyl 2,3-O-isopropylidene-α-L-rhamnoside; In dichloromethane; at -10 ℃; for 1.5h; Molecular sieve;

DOI:10.1002/adsc.201200396

upstream raw materials:

p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

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

p-tolyl 2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

2,3,4-O-tribenzyl-1-(4-tolyl)thio-α-L-rhamnopyranoside

Downstream raw materials:

methyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-α(1→3)-4,6-O-benzylidene-2-O-benzyl-D-galactopyranosyl-α(1→4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

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