methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside

Base Information

• Chemical Name: methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside
• CAS No.: 1365626-31-8
• Molecular Formula: C₃₄H₃₉NO₁₁S
• Molecular Weight: 669.75

Synonyms:methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside

Chemical Property of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside

Chemical Property:

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Technology Process of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside

There total 3 articles about methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-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: 65.0%

adipic acid monomethyl ester (627-91-8) + methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-aminobenzenesulfonyl)-β-D-mannopyranoside (1365626-27-2) → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside (1365626-31-8)

Guidance literature:

With diethylphosphoryl cyanide; triethylamine; In dichloromethane; at 20 ℃; for 21h;

DOI:10.1080/00397911.2010.535950

Reference yield:

methyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside (86363-44-2) → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside (1365626-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 24 h / 80 °C

2: palladium on activated charcoal; hydrogen / ethanol / 2 h / 20 °C

3: diethylphosphoryl cyanide; triethylamine / dichloromethane / 21 h / 20 °C

With pyridine; diethylphosphoryl cyanide; palladium on activated charcoal; hydrogen; triethylamine; In ethanol; dichloromethane;

DOI:10.1080/00397911.2010.535950

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-methoxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside (1365626-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 24 h / 80 °C

2: palladium on activated charcoal; hydrogen / ethanol / 2 h / 20 °C

3: diethylphosphoryl cyanide; triethylamine / dichloromethane / 21 h / 20 °C

With pyridine; diethylphosphoryl cyanide; palladium on activated charcoal; hydrogen; triethylamine; In ethanol; dichloromethane;

DOI:10.1080/00397911.2010.535950

upstream raw materials:

adipic acid monomethyl ester

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-aminobenzenesulfonyl)-β-D-mannopyranoside

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

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-(6-carboxy-6-oxohexanoylamino)benzenesulfonyl)-β-D-mannopyranoside

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