9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

Base Information

Chemical Name:9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide
CAS No.:1246453-67-7
Molecular Formula:C₂₇H₃₄N₂O₃
Molecular Weight:434.579
Hs Code.:

Synonyms:9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

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Chemical Property of 9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

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Technology Process of 9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

There total 15 articles about 9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide 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: 57.0%

: 1246453-66-6
9-(2-(benzyloxy)ethyl)-8-chloro-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

: 1246453-67-7
9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; at 55 ℃; for 18h; Inert atmosphere;

Reference yield:

: 145222-30-6
3-bromo-2-hydroxy-cyclohex-1-enecarboxylic acid ethyl ester

: 1246453-67-7
9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: Heating; Neat (no solvent)

1.2: Reflux

2.1: water; sodium hydroxide / ethanol

3.1: oxalyl dichloride / dichloromethane

4.1: dichloromethane

With oxalyl dichloride; water; sodium hydroxide; In ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.12.084

Reference yield:

: 1274863-78-3
2-benzyloxy-N-(2-chloro-5-methoxy-phenyl)acetamide

: 1246453-67-7
9-(2-(benzyloxy)ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -40 °C / Inert atmosphere

2.2: 1.5 h / 20 °C

3.1: zinc(II) chloride / diethyl ether / 5.5 h / Inert atmosphere; Reflux

4.1: sodium hydroxide; water / ethanol / 18 h / 80 °C

5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C

6.1: dichloromethane / 18 h / 0 - 20 °C

7.1: triethylamine; palladium 10% on activated carbon; hydrogen / methanol / 18 h / 55 °C / Inert atmosphere

With lithium aluminium tetrahydride; oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; potassium hexamethylsilazane; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; zinc(II) chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene;