5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside

Base Information

• Chemical Name: 5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside
• CAS No.: 1169693-40-6
• Molecular Formula: C₈₇H₈₅N₅O₁₉
• Molecular Weight: 1504.65
• Mol file: 1169693-40-6.mol

Synonyms:5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside

Chemical Property of 5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside

There total 1 articles about 5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside 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: 74.0%

5-azidopentyl-O-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1169693-80-4) + 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl N-phenyl trifluoroacetimidate (1169693-65-5) → 5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside (1169693-40-6)

Guidance literature:

5-azidopentyl-O-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside; 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl N-phenyl trifluoroacetimidate; In dichloromethane; at 20 ℃; for 0.75h; Molecular sieve;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1h; Molecular sieve;

DOI:10.1016/j.tetasy.2009.02.028

Reference yield: 56.0%

5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside (1169693-40-6) → 5-azidopentyl-O-2-O-acetyl-4,6-O-benzylidine-β-D-mannopyranosyl-(1→4)-O-(3,6-di-Obenzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1→4)-O-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1169693-83-7)

Guidance literature:

5-azidopentyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranoside; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 1h;

With water; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/j.tetasy.2009.02.028

upstream raw materials:

5-azidopentyl-O-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

2-O-acetyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalamido-β-D-glucopyranosyl N-phenyl trifluoroacetimidate

Downstream raw materials:

5-azidopentyl-O-2-O-acetyl-4,6-O-benzylidine-β-D-mannopyranosyl-(1→4)-O-(3,6-di-Obenzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1→4)-O-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside