methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside
CAS No.:1380315-72-9
Molecular Formula:C₃₇H₄₁N₃O₇
Molecular Weight:639.748
Hs Code.:

Synonyms:methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside

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Technology Process of methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside

There total 6 articles about methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-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: 99.0%

: 1380315-71-8
methyl 2,3-di-O-benzyl-6-O-(2-bromomethylbenzyl)-4-O-(4-methoxybenzyl)-α-D-glucopyranoside

: 1380315-72-9
methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 4h;
DOI:10.1002/ejoc.201101815

Reference yield:

: 20231-38-3,20688-86-2,51842-20-7,51842-38-7,71756-38-2,74372-80-8,87326-91-8
(2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)tetrahydro-6-methoxy-2-((trityloxy)methyl)-2H-pyran-3-ol

: 1380315-72-9
methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide; mineral oil / 10 h / 20 °C

2: toluene-4-sulfonic acid / methanol; dichloromethane / 0 °C

3: 18-crown-6 ether; sodium hydride / dichloromethane; mineral oil / 14 h / -10 - 20 °C / Inert atmosphere

4: sodium azide / N,N-dimethyl-formamide / 4 h / 50 °C

With sodium azide; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/ejoc.201101815

Reference yield:

: 1380315-70-7
methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-6-O-triphenylmethyl-α-D-glucopyranoside

: 1380315-72-9
methyl 6-O-(2-azidomethylbenzyl)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / methanol; dichloromethane / 0 °C

2: 18-crown-6 ether; sodium hydride / dichloromethane; mineral oil / 14 h / -10 - 20 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 4 h / 50 °C

With sodium azide; 18-crown-6 ether; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/ejoc.201101815