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

Base Information

• Chemical Name: 1-(2-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy)ethyl)-4-hydroxymethyl-1,2,3-triazole
• CAS No.: 1380489-91-7
• Molecular Formula: C₂₅H₂₉N₃O₇
• Molecular Weight: 483.521
• Mol file: 1380489-91-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 1-(2-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy)ethyl)-4-hydroxymethyl-1,2,3-triazole 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: 96.0%

2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside (1380489-87-1) + propargyl alcohol (107-19-7) → 1-(2-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy)ethyl)-4-hydroxymethyl-1,2,3-triazole (1380489-91-7)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In dichloromethane; water; tert-butyl alcohol; at 20 ℃; for 16h; 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

Reference yield:

phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside (159353-70-5) → 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 3 steps

1.1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / -60 °C / Molecular sieve; Inert atmosphere

1.2: -78 °C / Molecular sieve; Inert atmosphere

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

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

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; water; copper(II) sulfate; sodium L-ascorbate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1002/ejoc.201200041

upstream raw materials:

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

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

propargyl alcohol

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