allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

• Chemical Name: allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside
• CAS No.: 1235973-11-1
• Molecular Formula: C₂₃H₂₄ClN₃O₆
• Molecular Weight: 473.913
• Mol file: 1235973-11-1.mol

Synonyms:allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside

Chemical Property of allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside

There total 1 articles about allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-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: 87.0%

allyl 4,6-di-O-benzylidene-α-D-mannopyranoside (81600-93-3) + 4-azido-3-chlorobenzyl bromide (193887-70-6) → allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside (1235973-11-1)

Guidance literature:

allyl 4,6-di-O-benzylidene-α-D-mannopyranoside; With di(n-butyl)tin oxide; In toluene; for 3h; Inert atmosphere; Reflux;

4-azido-3-chlorobenzyl bromide; With tetra-(n-butyl)ammonium iodide; cesium fluoride; In toluene; at 20 ℃; Inert atmosphere;

DOI:10.1002/asia.200800411

Reference yield: 95.0%

allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside (1235973-11-1) + benzyl bromide (100-39-0) → allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-α-D-mannopyranoside (1186302-51-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1002/asia.200800411

Reference yield: 83.0%

allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-α-D-mannopyranoside (1235973-11-1) + C71H71Cl3F3N3O27 → C86H89Cl4N5O32

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - -20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.bmc.2010.04.067

upstream raw materials:

allyl 4,6-di-O-benzylidene-α-D-mannopyranoside

4-azido-3-chlorobenzyl bromide

Downstream raw materials:

allyl 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-α-D-mannopyranoside