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

Base Information

• Chemical Name: phenyl 2,3,6-O-benzoyl-4-O-(trifluoromethanesulfonyl)-β-D-thiogalactopyranoside
• CAS No.: 1366576-07-9
• Molecular Formula: C₃₄H₂₇F₃O₁₀S₂
• Molecular Weight: 716.71
• Mol file: 1366576-07-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about phenyl 2,3,6-O-benzoyl-4-O-(trifluoromethanesulfonyl)-β-D-thiogalactopyranoside 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:

phenyl 2,3,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside (945626-51-7) + trifluoromethylsulfonic anhydride (358-23-6) → phenyl 2,3,6-O-benzoyl-4-O-(trifluoromethanesulfonyl)-β-D-thiogalactopyranoside (1366576-07-9)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/j.tetlet.2012.01.119

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:

phenyl 2,3,6-O-benzoyl-4-O-(trifluoromethanesulfonyl)-β-D-thiogalactopyranoside (1366576-07-9) → C41H42O17S

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 24 h / 20 °C

2.1: N-Bromosuccinimide; water / acetone / 2 h / 20 °C

With N-Bromosuccinimide; water; triethylamine; In dichloromethane; acetone;

DOI:10.1016/j.tetlet.2012.01.119

upstream raw materials:

phenyl 2,3,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

trifluoromethylsulfonic anhydride

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

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