1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole

Base Information

Chemical Name:1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole
CAS No.:1396260-26-6
Molecular Formula:C₂₃H₂₄FNO₄
Molecular Weight:397.446
Hs Code.:

Synonyms:1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole

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Chemical Property of 1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole

Chemical Property:

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Technology Process of 1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole

There total 10 articles about 1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole 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:

: 1150617-57-4
p-cyclopropylbenzyl bromide

: C₁₃H₁₄FNO₄

: 1396260-26-6
1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/j.ejmech.2012.06.053

Reference yield:

: 1396259-14-5
7-fluoro-1-tosylindole

: 1396260-26-6
1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole

Guidance literature:: Multi-step reaction with 6 steps

1.1: bromine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / 20 °C

3.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

4.1: potassium hydroxide / tetrahydrofuran; ethanol / 20 h / 20 - 60 °C

5.1: 10% Pd/C; hydrogen / tetrahydrofuran; methanol / 3 h / 20 °C / 760.05 Torr

6.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C

With triethylsilane; n-butyllithium; 10% Pd/C; boron trifluoride diethyl etherate; hydrogen; bromine; caesium carbonate; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.ejmech.2012.06.053

Reference yield:

: 387-44-0
7-fluoro-1H-indole

: 1396260-26-6
1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 4 h / 20 °C

2.1: bromine / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -78 °C / Inert atmosphere

3.2: 2 h / 20 °C

4.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

5.1: potassium hydroxide / tetrahydrofuran; ethanol / 20 h / 20 - 60 °C

6.1: 10% Pd/C; hydrogen / tetrahydrofuran; methanol / 3 h / 20 °C / 760.05 Torr

7.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C

With triethylsilane; n-butyllithium; 10% Pd/C; boron trifluoride diethyl etherate; hydrogen; bromine; sodium hydride; caesium carbonate; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.ejmech.2012.06.053