methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

Base Information

• Chemical Name: methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate
• CAS No.: 914955-27-4
• Molecular Formula: C₂₇H₂₈O₆S
• Molecular Weight: 480.582
• Mol file: 914955-27-4.mol

Synonyms:methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

Chemical Property of methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

There total 2 articles about methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)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: 95.0%

phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranosiduronic acid (914955-24-1) + methyl iodide (74-88-4) → methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate (914955-27-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1021/ja064787q

Reference yield:

phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside (449761-78-8) → methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate (914955-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / TEMPO; BAIB / CH₂Cl₂; H₂O / 0 - 20 °C

2: 95 percent / K₂CO₃ / dimethylformamide / 10 h / 20 °C

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

DOI:10.1021/ja064787q

Reference yield: 100.0%

methyl (phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate (914955-27-4) + acetic anhydride (108-24-7) → methyl (phenyl 4-O-acetyl-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate (904745-28-4)

Guidance literature:

In pyridine; at 20 ℃; for 8h;

DOI:10.1021/ja064787q

upstream raw materials:

phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranosiduronic acid

methyl iodide

phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

methyl (phenyl 4-O-levulinoyl-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

methyl (phenyl 4-O-acetyl-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

C₅₀H₅₇N₃O₁₅

3-azidopropyl ((methyl 2,3-di-O-benzyl-4-O-(methyl 2,3-di-O-benzyl-β-D-mannopyranosyl)uronate)-β-D-mannopyranoside)uronate