4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-1H-indole

Base Information

Chemical Name:4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-1H-indole
CAS No.:1443334-13-1
Molecular Formula:C₂₆H₂₈Cl₂N₂O₅
Molecular Weight:519.425
Hs Code.:

Synonyms:4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-1H-indole

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Chemical Property of 4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-1H-indole

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Technology Process of 4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-1H-indole

There total 5 articles about 4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-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: 72.0%

: 1443333-08-1
1-(6-amino-6-deoxy-β-D-glucopyranosyl)-4-chloro-3-(4-cyclopropylbenzyl)-1H-indole

: 79-04-9
chloroacetyl chloride

: 1443334-13-1
4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-1H-indole

Guidance literature:: With potassium carbonate; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.bmc.2016.03.058

Reference yield:

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

: 1443334-13-1
4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-1H-indole

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: acetic acid; zinc / tetrahydrofuran / 20 °C / Inert atmosphere

4: potassium carbonate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With pyridine; sodium azide; potassium carbonate; acetic acid; zinc; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2016.03.058

Reference yield:

: C₂₅H₂₈ClNO₇S

: 1443334-13-1
4-chloro-1-{6-[(chloroacetyl)amino]-6-deoxy-β-D-glucopyranosyl}-3-(4-cyclopropylbenzyl)-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

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

2: acetic acid; zinc / tetrahydrofuran / 20 °C / Inert atmosphere

3: potassium carbonate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With sodium azide; potassium carbonate; acetic acid; zinc; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2016.03.058