allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Base Information

Chemical Name:allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
CAS No.:1179813-95-6
Molecular Formula:C₅₃H₅₄Cl₄N₄O₁₂
Molecular Weight:1080.84
Hs Code.:

allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Synonyms:allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Chemical Property of allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Technology Process of allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

There total 2 articles about allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 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: 79.0%

: 869201-28-5
allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside

: 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-α-D-mannopyranosyl phenyltrifluoroacetimidate

: 1179813-95-6
allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl tetrakis(pentafluorophenyl)borate; In diethyl ether; dichloromethane; at -78 ℃; for 0.25h; stereoselective reaction; Molecular sieve;
DOI:10.1002/asia.200800411

Reference yield: 77.0%

: 869201-28-5
allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside

: 1179813-94-5
3-O-(4-azido-3-chlorobenzyl)-2-O-benzyl-4,6-O-benzylidene-D-mannopyranosyl N-phenyltrifluoroacetimidate

: 1179813-95-6
allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; toluene; at -80 ℃; for 60h; Molecular sieve;
DOI:10.1021/acs.joc.6b02106

Reference yield: 97.0%

: 1179813-95-6
allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 4-O-(3-O-(4-azido-3-chlorobenzyl)-2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

Guidance literature:: allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside; With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; In tetrahydrofuran; at 20 ℃; for 0.5h;

With iodine; In tetrahydrofuran; water; for 0.25h;
DOI:10.1021/acs.joc.6b02106