methyl 6-O-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 6-O-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-D-mannopyranoside
• CAS No.: 833489-16-0
• Molecular Formula: C₄₅H₄₆O₁₀
• Molecular Weight: 746.854
• Mol file: 833489-16-0.mol

Synonyms:methyl 6-O-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property of methyl 6-O-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-O-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 2 articles about methyl 6-O-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-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: 67.0%

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (34212-64-1,641635-63-4) + 2-diazomalonic acid dibenzyl ester (119520-01-3) → methyl 6-O-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-D-mannopyranoside (833489-16-0)

Guidance literature:

dirhodium tetraacetate; In benzene; for 16h; Heating;

DOI:10.1021/ol0479444

Reference yield:

malonic acid dibenzyl ester (15014-25-2) → methyl 6-O-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-D-mannopyranoside (833489-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / (4-acetamido)benzenesulfonyl azide; NEt₃ / acetonitrile / 0 - 20 °C

2: 67 percent / Rh₂(OAc)4 / benzene / 16 h / Heating

With 4-acetamidobenzenesulfonyl azide; triethylamine; dirhodium tetraacetate; In acetonitrile; benzene;

DOI:10.1021/ol0479444

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

2-diazomalonic acid dibenzyl ester

malonic acid dibenzyl ester