phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside
CAS No.:176165-27-8
Molecular Formula:C₄₂H₄₄O₁₇S
Molecular Weight:852.867
Hs Code.:

Synonyms:phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

There total 1 articles about phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-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:

: 108-98-5
thiophenol

: 176165-24-5
p-methoxyphenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

: 176165-27-8
phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

: phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-α-D-galactopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; toluene; at 65 ℃; for 10h; Yield given;
DOI:10.1021/jo951914k

Reference yield: 92.0%

: 176165-27-8
phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

: 176095-76-4
2-(trimethylsilyl)ethyl 2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside

: 176165-31-4
2-(trimethylsilyl)ethyl 3-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranoside

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; -50 deg C, 40 min, then -30 deg C, 3 h;
DOI:10.1021/jo951914k

Reference yield:

: 176165-27-8
phenyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

: 2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-D-ribo-hexopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / TfOAg, NIS / CH₂Cl₂ / -50 deg C, 40 min, then -30 deg C, 3 h

2: 98 percent / TFA / CH₂Cl₂ / -10 deg C, 30 min; 0 deg C, 60 min, then 10 deg C, 30 min

With N-iodo-succinimide; silver trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo951914k