9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid

Base Information

Chemical Name:9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid
CAS No.:1340581-12-5
Molecular Formula:C₂₈H₃₄N₂O₄
Molecular Weight:462.589
Hs Code.:

Synonyms:9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid

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Chemical Property of 9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid

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Technology Process of 9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid

There total 6 articles about 9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid 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: 87.0%

: 1340581-10-3
ethyl 9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylate

: 1340581-12-5
9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid

Guidance literature:: ethyl 9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylate; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 50 ℃; for 24h;

With ammonium chloride;
DOI:10.1039/c2md20211e

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 1340581-12-5
9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: N-Bromosuccinimide; ammonium acetate / diethyl ether / 0.5 h / 20 °C

2: 2-methoxy-ethanol / 12 h / 130 °C / Inert atmosphere

3: potassium hydroxide / dimethyl sulfoxide / 3 h / 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

5: triethylamine / dichloromethane / 2 h / 0 - 20 °C

6: lithium hydroxide / tetrahydrofuran; methanol; water / 24 h / 50 °C

With N-Bromosuccinimide; ammonium acetate; potassium carbonate; triethylamine; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2-methoxy-ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1039/c2md20211e

Reference yield:

: 21660-16-2
1,2,3,4-tetrahydrocarbazole-6-carboxylic acid ethyl ester

: 1340581-12-5
9-(3-(benzyl(tert-butoxycarbonyl)amino)propyl)-2,3,4,9-tetrahydro-1H-carbazole-6-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: potassium hydroxide / dimethyl sulfoxide / 3 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

3: triethylamine / dichloromethane / 2 h / 0 - 20 °C

4: lithium hydroxide / tetrahydrofuran; methanol; water / 24 h / 50 °C

With potassium carbonate; triethylamine; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1039/c2md20211e