ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside
CAS No.:1304695-87-1
Molecular Formula:C₃₇H₄₂O₆S
Molecular Weight:614.803
Hs Code.:

Synonyms:ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

There total 1 articles about ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-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: 89.0%

: 141263-02-7
ethyl 2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 824-94-2
p-methoxybenzyl chloride

: 1304695-87-1
ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1007/s10719-010-9317-y

Reference yield: 81.0%

: 1304695-87-1
ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

: 1304695-95-1
4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

: 4-methoxyphenyl [2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-β;-D-glucopyranosyl]-(1->3)-(4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

: 1304695-97-3
4-methoxyphenyl [2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranosyl]-(1->3)-(4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Guidance literature:: ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside; 4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 1h; stereoselective reaction; Inert atmosphere;
DOI:10.1007/s10719-010-9317-y

Reference yield: 71.0%

: 1304695-87-1
ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

: 5-(benzyloxycarbonylamino)pentyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

: 5-(benzyloxycarbonylamino)pentyl (2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1→2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Guidance literature:: ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside; 5-(benzyloxycarbonylamino)pentyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside; In diethyl ether; dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; silica-gel-supported sulfuric acid; In diethyl ether; dichloromethane; at -30 - 0 ℃; for 1h; stereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.tetlet.2018.12.019