phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside

Base Information

• Chemical Name: phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside
• CAS No.: 1366576-12-6
• Molecular Formula: C₄₇H₄₆O₁₆S₂
• Molecular Weight: 931.005
• Mol file: 1366576-12-6.mol

Synonyms:phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside

Chemical Property of phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside

There total 2 articles about phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside 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: 64.0%

phenyl 2,3,6-O-benzoyl-4-O-(trifluoromethanesulfonyl)-β-D-thiogalactopyranoside (1366576-07-9) + 2,3,4,6-tetra-O-acetylgalactopyranosyl-1-β-pseudothiourea hydrobromide (40591-65-9,51224-13-6,51898-28-3,57030-42-9,106818-92-2) → phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside (1366576-12-6)

Guidance literature:

2,3,4,6-tetra-O-acetylgalactopyranosyl-1-β-pseudothiourea hydrobromide; With triethylamine; In dichloromethane; at 20 ℃; for 2h;

phenyl 2,3,6-O-benzoyl-4-O-(trifluoromethanesulfonyl)-β-D-thiogalactopyranoside; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2012.01.119

Reference yield:

β-D-galactose peracetate (4163-60-4) → phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside (1366576-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen bromide; acetic acid / dichloromethane / 2 h / 20 °C

1.2: Reflux

2.1: triethylamine / dichloromethane / 2 h / 20 °C

2.2: 24 h / 20 °C

With hydrogen bromide; acetic acid; triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2012.01.119

Reference yield:

phenyl 4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-β-D-thioglucopyranoside (1366576-12-6) → C41H42O17S

Guidance literature:

With N-Bromosuccinimide; water; In acetone; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2012.01.119

upstream raw materials:

phenyl 2,3,6-O-benzoyl-4-O-(trifluoromethanesulfonyl)-β-D-thiogalactopyranoside

2,3,4,6-tetra-O-acetylgalactopyranosyl-1-β-pseudothiourea hydrobromide

β-D-galactose peracetate

Downstream raw materials:

4-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate