methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside
• CAS No.: 83158-32-1
• Molecular Formula: C₂₇H₂₆O₉S
• Molecular Weight: 526.564
• Mol file: 83158-32-1.mol

Synonyms:methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside

Chemical Property of methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside

There total 5 articles about methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside 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: 92.0%

benzoyl chloride (98-88-4) + methyl 4-O-p-tolylsulfonyl-β-D-xylopyranoside (84207-38-5) → methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside (83158-32-1)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1055/s-0030-1258174

Reference yield:

methyl-β-D-xylopyranoside (612-05-5) → methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside (83158-32-1)

Guidance literature:

Multi-step reaction with 4 steps

1: p-toluenesulfonic acid monohydrate / dimethylformamide / 2 h / Heating

3: acetic acid

With toluene-4-sulfonic acid; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)80551-0

Reference yield:

methyl 2,3-O-isopropylidene-β-D-xylopyranoside (118203-99-9) → methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside (83158-32-1)

Guidance literature:

Multi-step reaction with 3 steps

2: acetic acid

With acetic acid;

DOI:10.1016/S0008-6215(00)80551-0

upstream raw materials:

benzoyl chloride

methyl 4-O-p-tolylsulfonyl-β-D-xylopyranoside

methyl 2,3-O-isopropylidene-β-D-xylopyranoside

Toluene-4-sulfonic acid (3aR,4R,7R,7aR)-4-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Downstream raw materials:

methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-β-L-arabinopyranoside