2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate

Base Information

Chemical Name:2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate
CAS No.:1235137-06-0
Molecular Formula:C₃₀H₃₀Cl₃NO₇
Molecular Weight:622.93
Hs Code.:

Synonyms:2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate

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Chemical Property of 2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate

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Technology Process of 2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate

There total 7 articles about 2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate 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: 90.0%

: 545-06-2
trichloroacetonitrile

: 218937-72-5
ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

: 1235137-06-0
2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate

Guidance literature:: ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside; With N-iodo-succinimide; In water; acetonitrile; at 0 ℃;

trichloroacetonitrile; In dichloromethane; at -10 ℃; for 0.166667h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -10 ℃; for 0.5h;
DOI:10.1039/c9ob00670b

Reference yield:

: 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-D-mannopyranose

: 545-06-2
trichloroacetonitrile

: 2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-β-D-mannopyranosyl trichloroacetimidate

: 1235137-06-0
2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -5 ℃; for 1h; Inert atmosphere;
DOI:10.1002/asia.200900765

Reference yield:

: 1071226-24-8
p-tolyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

: 2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-β-D-mannopyranosyl trichloroacetimidate

: 1235137-06-0
2-O-benzyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / acetonitrile / 1.17 h / 0 - 20 °C

2: N-Bromosuccinimide / water; acetone / 0.5 h / Cooling

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / -5 °C / Inert atmosphere

With N-Bromosuccinimide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; acetone; acetonitrile;
DOI:10.1002/asia.200900765