methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate)

Base Information

• Chemical Name: methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate)
• CAS No.: 928260-37-1
• Molecular Formula: C₂₂H₂₃N₃O₆S
• Molecular Weight: 457.507
• Mol file: 928260-37-1.mol

Synonyms:methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate)

Chemical Property of methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate)

There total 10 articles about methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate) 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: 100.0%

methyl (phenyl 2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate) (928260-36-0) + acetic anhydride (108-24-7) → methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate) (928260-37-1)

Guidance literature:

With pyridine; for 8h;

DOI:10.1002/ejoc.200600759

Reference yield:

phenyl 2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside (930576-68-4) → methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate) (928260-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / TEMPO; BAIB / CH₂Cl₂; H₂O

2: 71 percent / K₂CO₃ / dimethylformamide

3: 100 percent / pyridine / 8 h

With pyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; potassium carbonate; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200600759

Reference yield:

phenyl 2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosiduronic acid (928260-35-9) → methyl (phenyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate) (928260-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / K₂CO₃ / dimethylformamide

2: 100 percent / pyridine / 8 h

With pyridine; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200600759

upstream raw materials:

methyl (phenyl 2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosyl uronate)

acetic anhydride

phenyl 2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranoside

phenyl 2-azido-3-O-benzyl-2-deoxy-1-thio-α-D-mannopyranosiduronic acid

Downstream raw materials:

C₁₇H₁₈⁽²⁾H₃N₃O₇

3-O-(6-O-methyl-6-oxy-4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose