4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol

Base Information

• Chemical Name: 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol
• CAS No.: 1245785-40-3
• Molecular Formula: C₄₃H₅₂N₂O₁₃
• Molecular Weight: 804.891
• Mol file: 1245785-40-3.mol

Synonyms:4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol

Chemical Property of 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol

There total 5 articles about 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol 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:

C28H35NO11 + benzylamine hydrochloride (3287-99-8,39110-74-2,108321-65-9) + acetic anhydride (108-24-7) → 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol (1245785-40-3)

Guidance literature:

C₂₈H₃₅NO₁₁; benzylamine hydrochloride; With sodium cyanoborohydride; In methanol; at 60 ℃;

acetic anhydride; With pyridine; at 20 ℃; for 24h;

DOI:10.1002/ejoc.201402555

Reference yield:

4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal (1245785-38-9) → 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol (1245785-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / water / 20 °C

2.1: sodium cyanoborohydride / methanol / 60 °C

2.2: 24 h / 20 °C

With sodium cyanoborohydride; trifluoroacetic acid; In methanol; water;

DOI:10.1002/ejoc.201402555

Reference yield:

4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal (502185-64-0) → 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol (1245785-40-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic acid / water / 4 h / 40 °C

2.1: di(n-butyl)tin oxide / toluene / 12 h / Reflux; Dean-Stark

2.2: 0.5 h / 0 - 20 °C

3.1: trifluoroacetic acid / water / 20 °C

4.1: sodium cyanoborohydride / methanol / 60 °C

4.2: 24 h / 20 °C

With di(n-butyl)tin oxide; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In methanol; water; toluene;

DOI:10.1002/ejoc.201402555

upstream raw materials:

acetic anhydride

4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal

benzylamine hydrochloride

4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal