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

Base Information

Chemical Name:ethyl 2,4,6-tri-O-benzyl-3-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside
CAS No.:212199-13-8
Molecular Formula:C₃₇H₄₂O₆S
Molecular Weight:614.803
Hs Code.:

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

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

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

There total 1 articles about ethyl 2,4,6-tri-O-benzyl-3-O-(p-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: 81.0%

: 824-94-2
p-methoxybenzyl chloride

: 212199-12-7
ethyl 2,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 212199-13-8
ethyl 2,4,6-tri-O-benzyl-3-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1016/S0008-6215(97)10013-1

Reference yield:

: 1140963-92-3
4-methoxyphenyl 2,3-di-O-benzyl-α-L-fucopyranoside

: 212199-13-8
ethyl 2,4,6-tri-O-benzyl-3-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside

: C₆₂H₆₆O₁₂

: C₆₂H₆₆O₁₂

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -45 ℃; for 1h; Overall yield = 68%; stereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1039/c9ob00670b

Reference yield:

: 212199-13-8
ethyl 2,4,6-tri-O-benzyl-3-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside

: 2,4,6-tri-O-benzyl-3-O-(p-methoxybenzyl)-β-D-glucopyranosyl-(1-3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1-4)-5-O-allyl-1,2,3-tri-O-benzyl-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: 1) mol. sieves 4A, IDCP, 2) NaOMe / 1) Et₂O, 1,2-dichloroethane, 1 h, 2) MeOH, CH₂Cl₂, 18 h

2: 26 percent / NaH / dimethylformamide / 1 h / 0 °C

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; sodium methylate; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)10013-1