methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

Base Information

• Chemical Name: methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside
• CAS No.: 96779-63-4
• Molecular Formula: C₁₇H₁₉F₃O₉S
• Molecular Weight: 456.394

Synonyms:methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

Chemical Property of methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

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Technology Process of methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

There total 2 articles about methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside 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: 78.0%

methyl 3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside (20750-03-2) + trifluoromethylsulfonic anhydride (358-23-6) → methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside (96779-63-4)

Guidance literature:

In pyridine; at 0 ℃; for 1h;

DOI:10.1248/cpb.32.4758

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + methyl 3-O-acetyl-4,6-O-benzylidene-β-D-mannopyranoside (96779-62-3) → methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside (96779-63-4)

Guidance literature:

In pyridine; at 0 ℃; for 1.5h;

DOI:10.1248/cpb.33.165

Reference yield: 30.0%

methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside (96779-63-4) → methyl 4,6-O-benzylidene-2-deoxy-2-fluoro-β-D-mannopyranoside (95519-64-5) + methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-fluoro-β-D-mannopyranoside (95519-63-4)

Guidance literature:

With tetraethylammonium fluoride; In acetonitrile; for 0.5h; Heating;

DOI:10.1248/cpb.32.4758

upstream raw materials:

methyl 3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside

trifluoromethylsulfonic anhydride

methyl 3-O-acetyl-4,6-O-benzylidene-β-D-mannopyranoside

Downstream raw materials:

methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside

methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-fluoro-β-D-glucopyranoside

methyl 4,6-O-benzylidene-2-deoxy-2-fluoro-β-D-mannopyranoside

methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-fluoro-β-D-mannopyranoside

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