methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-α-D-glucopyranoside
CAS No.:1619942-51-6
Molecular Formula:C₂₈H₄₄O₁₁
Molecular Weight:556.651
Hs Code.:

Synonyms:methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-α-D-glucopyranoside

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Chemical Property of methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-α-D-glucopyranoside

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Technology Process of methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-α-D-glucopyranoside

There total 5 articles about methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-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: 74.0%

: 1308299-09-3,2055105-25-2
triethylene glycol 2-bromoethyl propargyl ether

: 66728-83-4
methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-α-D-glucopyranoside

: 1619942-51-6
methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-α-D-glucopyranoside

Guidance literature:: methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-α-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; Inert atmosphere;

triethylene glycol 2-bromoethyl propargyl ether; In N,N-dimethyl-formamide; mineral oil; at 60 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2014.06.018

Reference yield:

: 162680-20-8
methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside

: 1619942-51-6
methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / Inert atmosphere

1.2: 24 h / Inert atmosphere

2.1: lithium aluminium tetrahydride; aluminum (III) chloride / dichloromethane; diethyl ether / 1 h / 0 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / Inert atmosphere

3.2: 60 °C / Inert atmosphere

With aluminum (III) chloride; lithium aluminium tetrahydride; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2014.06.018

Reference yield:

: 97-30-3
methyl-alpha-D-glucopyranoside

: 1619942-51-6
methyl 2,3-di-O-methyl-4-O-p-methoxybenzyl-6-O-(2,5,8,11,14-pentaoxaheptadec-16-ynyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide

2.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / Inert atmosphere

2.2: 24 h / Inert atmosphere

3.1: lithium aluminium tetrahydride; aluminum (III) chloride / dichloromethane; diethyl ether / 1 h / 0 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / Inert atmosphere

4.2: 60 °C / Inert atmosphere

With aluminum (III) chloride; lithium aluminium tetrahydride; sodium hydride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2014.06.018