Methyl 2,3-di-O-benzoyl-4,6-di-O-(methanesulfonyl)hexopyranoside

Base Information

• Chemical Name: Methyl 2,3-di-O-benzoyl-4,6-di-O-(methanesulfonyl)hexopyranoside
• CAS No.: 22435-33-2
• Molecular Formula: C23H26 O12 S2
• Molecular Weight: 558.5753
• NSC Number: 179661
• DSSTox Substance ID: DTXSID40945123
• Mol file: 22435-33-2.mol

Synonyms:22435-33-2;NSC179661;DTXSID40945123;NSC-179661;Methyl 2,3-di-O-benzoyl-4,6-di-O-(methanesulfonyl)hexopyranoside

Chemical Property of Methyl 2,3-di-O-benzoyl-4,6-di-O-(methanesulfonyl)hexopyranoside

Chemical Property:

• Vapor Pressure: 1.28E-21mmHg at 25°C
• Refractive Index: 1.588
• Boiling Point: 737.6°C at 760 mmHg
• Flash Point: 399.9°C
• Density: 1.46g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 12
• Exact Mass: 558.08656861
• Heavy Atom Count: 37
• Complexity: 972

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(C(O1)COS(=O)(=O)C)OS(=O)(=O)C)OC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3

Technology Process of Methyl 2,3-di-O-benzoyl-4,6-di-O-(methanesulfonyl)hexopyranoside

There total 1 articles about Methyl 2,3-di-O-benzoyl-4,6-di-O-(methanesulfonyl)hexopyranoside 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:

→ methyl-2,3-di-O-benzoyl-4,6-di-O-mesyl-α-D-glucopyranoside (22435-33-2)

Guidance literature:

Aus Methyl-4,O⁶-benzyliden-α-D-glucopyranosid>, 1)Benzoylchlorid, 1)H⁺, 3)Methansulfonylchlorid;

DOI:10.1016/S0008-6215(00)81686-9

Reference yield: 84.0%

methyl-2,3-di-O-benzoyl-4,6-di-O-mesyl-α-D-glucopyranoside (22435-33-2) + sodium acetate (127-09-3) → methyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-mesyl-α-D-glucopyranoside (128850-37-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; at 80 ℃; for 3h;

DOI:10.1016/0008-6215(90)84136-I

Reference yield: 83.0%

methyl-2,3-di-O-benzoyl-4,6-di-O-mesyl-α-D-glucopyranoside (22435-33-2) + acetic anhydride (108-24-7) → 1-O-acetyl-2,3-di-O-benzoyl-4,6-di-O-mesyl-α-D-glucopyranose (34980-19-3)

Guidance literature:

With sulfuric acid; at 20 ℃; for 24h;

DOI:10.1016/S0008-6215(00)90641-4

Downstream raw materials:

methyl 6-O-acetyl-2,3-di-O-benzoyl-4-O-mesyl-α-D-glucopyranoside

1-O-acetyl-2,3-di-O-benzoyl-4,6-di-O-mesyl-α-D-glucopyranose

2,3-di-O-benzoyl-4,6-di-O-mesyl-α-D-glucopyranosyl bromide

2,3-di-O-benzoyl-4,6-di-O-mesyl-β-D-glucopyranose 1-(dibenzyl phosphate)

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