methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside
• CAS No.: 101155-76-4
• Molecular Formula: C₂₈H₂₉BrO₁₀S₂
• Molecular Weight: 669.568
• Mol file: 101155-76-4.mol

Synonyms:methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside

Chemical Property of methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside

There total 2 articles about methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside 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: 94.59%

methyl 4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (10368-81-7) + p-toluenesulfonyl chloride (98-59-9) → methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (101155-76-4)

Guidance literature:

In pyridine; for 240h; Ambient temperature;

DOI:10.1016/S0040-4020(01)96374-4

Reference yield: 90.0%

methyl 4,6-O-benzylidene-2,3-di-O-p-toluenesulphonyl-α-D-glucopyranoside (6884-01-1) → methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (101155-76-4)

Guidance literature:

In tetrachloromethane; 1,2-dichloro-ethane; for 1h; Heating; CaCO₃, N-bromosuccinimide;

Reference yield: 68.1%

methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (101155-76-4) + potassium thioacetate (10387-40-3) → methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-S-acetyl-6-thio-α-D-glucopyranoside (101155-77-5)

Guidance literature:

In butanone; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)96374-4

upstream raw materials:

methyl 4,6-O-benzylidene-2,3-di-O-p-toluenesulphonyl-α-D-glucopyranoside

methyl 4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside

p-toluenesulfonyl chloride

Downstream raw materials:

methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-S-acetyl-6-thio-α-D-glucopyranoside

Benzoic acid (2S,3R,4S,5R,6S)-2-iodomethyl-6-methoxy-4,5-bis-(toluene-4-sulfonyloxy)-tetrahydro-pyran-3-yl ester

methyl 2-O-p-toluenesulfonyl-4,6-dideoxy-α-D-ribo-hexopyranoside

methyl 2-O-p-toluenesulfonyl-4,6-thioanhydro-α-D-gulopyranoside