2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside

Base Information

• Chemical Name: 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside
• CAS No.: 1380489-86-0
• Molecular Formula: C₃₀H₃₃N₃O₇
• Molecular Weight: 547.608
• Mol file: 1380489-86-0.mol

Synonyms:2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside

Chemical Property of 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside

There total 1 articles about 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-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: 48.0%

2-azidoethanol (1517-05-1) + phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside (159353-70-5) → 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside (1380489-86-0)

Guidance literature:

phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside; With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -60 ℃; Molecular sieve; Inert atmosphere;

2-azidoethanol; In dichloromethane; at -78 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1002/ejoc.201200041

Reference yield: 88.0%

2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside (1380489-86-0) → 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside (1380489-87-1)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201200041

Reference yield:

2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside (1380489-86-0) → 1-(2-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy)ethyl)-4-hydroxymethyl-1,2,3-triazole (1380489-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: copper(II) sulfate; sodium L-ascorbate / dichloromethane; water; tert-butyl alcohol / 16 h / 20 °C / Inert atmosphere

With water; copper(II) sulfate; sodium L-ascorbate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1002/ejoc.201200041

upstream raw materials:

2-azidoethanol

phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

Downstream raw materials:

1-(2-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy)ethyl)-4-hydroxymethyl-1,2,3-triazole

1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

1-(2-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy)ethyl)-4-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxymethyl)-1,2,3-triazole

2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside