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

Base Information

• Chemical Name: 2,3,4,6-tetra-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate
• CAS No.: 1363903-03-0
• Molecular Formula: C₄₀H₄₄Cl₃NO₁₀
• Molecular Weight: 805.149
• Mol file: 1363903-03-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 1 articles about 2,3,4,6-tetra-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: 92.0%

2,3,4,6-tetra-O-(p-methoxybenzyl)-D-mannopyranose + trichloroacetonitrile (545-06-2) → 2,3,4,6-tetra-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate (1363903-03-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201102545

Reference yield:

2,3,4,6-tetra-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate (1363903-03-0) + phenyl [6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->2)-[3,4,6-tri-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->6)-2-O-allyl-3,4-di-O-(p-methoxybenzyl)-1-thio-α-D-mannopyranoside (1363902-10-6) → phenyl [2,3,4,6-tetra-O-(p-methoxybenzyl)-β-D-mannopyranosyl]-(1->2)-[6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->2)-[3,4,6-tri-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->6)-2-O-allyl-3,4-di-O-(p-methoxybenzyl)-1-thio-α-D-mannopyranoside + phenyl [2,3,4,6-tetra-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->2)-[6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->2)-[3,4,6-tri-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->6)-2-O-allyl-3,4-di-O-(p-methoxybenzyl)-1-thio-α-D-mannopyranoside

Guidance literature:

2,3,4,6-tetra-O-(p-methoxybenzyl)-α-D-mannopyranosyl trichloroacetimidate; phenyl [6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->2)-[3,4,6-tri-O-(p-methoxybenzyl)-α-D-mannopyranosyl]-(1->6)-2-O-allyl-3,4-di-O-(p-methoxybenzyl)-1-thio-α-D-mannopyranoside; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.166667h; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1002/chem.201102545

upstream raw materials:

trichloroacetonitrile