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

Base Information

• Chemical Name: 2-azidoethyl 4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranoside
• CAS No.: 653597-40-1
• Molecular Formula: C₂₃H₂₇N₃O₇
• Molecular Weight: 457.483
• Mol file: 653597-40-1.mol

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

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

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 2-azidoethyl 4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-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: 100.0%

2-azidoethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranoside (1446474-56-1) → 2-azidoethyl 4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranoside (653597-40-1)

Guidance literature:

2-azidoethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranoside; With methanol; sodium methylate; at 20 ℃; for 2h;

Reference yield:

p-methoxybenzyl chloride (824-94-2) + 2-azidoethyl 4,6-O-benzylidene-α-D-mannopyranoside (653597-39-8) → 2-azidoethyl 4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranoside (653597-40-1)

Guidance literature:

2-azidoethyl 4,6-O-benzylidene-α-D-mannopyranoside; With di(n-butyl)tin oxide; In methanol; for 1h; Heating;

p-methoxybenzyl chloride; With cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1081/CAR-120026459

Reference yield:

2-azidoethyl α-D-mannopyranoside (155196-97-7) → 2-azidoethyl 4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranoside (653597-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 707 mg / p-TsOH / acetonitrile / 60 °C

2.1: Bu₂SnO / methanol / 1 h / Heating

2.2: 612 mg / CsF / dimethylformamide / 20 °C

With di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; acetonitrile;

DOI:10.1081/CAR-120026459

upstream raw materials:

p-methoxybenzyl chloride

2-azidoethyl 4,6-O-benzylidene-α-D-mannopyranoside

2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

2-azidoethyl α-D-mannopyranoside

Downstream raw materials:

2-azidoethyl (4,6-O-benzylidene-2,3-di-O-(p-methoxybenzyl)-β-D-mannopyranosyl)-(1→2)-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranoside

2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(3-O-allyl-4,6-di-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-3-O-allyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(4,6-di-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside