4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole

Base Information

Chemical Name:4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole
CAS No.:1443333-26-3
Molecular Formula:C₂₈H₂₉ClN₄O₆
Molecular Weight:553.014
Hs Code.:

Synonyms:4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole

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Chemical Property of 4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole

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Technology Process of 4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole

There total 4 articles about 4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole 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%

: 1443333-03-6
1-(6-azido-6-deoxy-β-D-glucopyranosyl)-4-chloro-3-(4-cyclopropylbenzyl)-1H-indole

: 922-67-8
propynoic acid methyl ester

: 1443333-26-3
4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole

Guidance literature:: With sodium hydrogencarbonate; copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 50 ℃; for 2h;
DOI:10.1016/j.bmc.2016.03.058

Reference yield:

: N-indolylglucoside 4-chloro-3-(4-cyclopropylbenzyl)-1-(β-D-glucopyranosyl)-1H-indole

: 1443333-26-3
4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 3 h / 0 - 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 80 °C

3: copper(II) sulfate; sodium L-ascorbate; sodium hydrogencarbonate / water; tert-butyl alcohol / 2 h / 50 °C

With pyridine; sodium azide; sodium hydrogencarbonate; copper(II) sulfate; sodium L-ascorbate; In water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmc.2016.03.058

Reference yield:

: C₂₅H₂₈ClNO₇S

: 1443333-26-3
4-chloro-3-(4-cyclopropylbenzyl)-1-{6-deoxy-6-[4-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranosyl}-1H-indole

Guidance literature:: Multi-step reaction with 2 steps

1: sodium azide / N,N-dimethyl-formamide / 80 °C

2: copper(II) sulfate; sodium L-ascorbate; sodium hydrogencarbonate / water; tert-butyl alcohol / 2 h / 50 °C

With sodium azide; sodium hydrogencarbonate; copper(II) sulfate; sodium L-ascorbate; In water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmc.2016.03.058