9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester

Base Information

Chemical Name:9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester
CAS No.:1246453-63-3
Molecular Formula:C₂₅H₂₈ClNO₄
Molecular Weight:441.955
Hs Code.:

Synonyms:9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester

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Chemical Property of 9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester

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Technology Process of 9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester

There total 9 articles about 9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester 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: 50.0%

: 1246453-62-2
3-[(2-Benzyloxy-ethyl)-(2-chloro-5-methoxy-phenyl)-amino]-2-hydroxy-cyclohex-1-ene carboxylic acid ethyl ester

: 1246453-63-3
9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester

Guidance literature:: With zinc(II) chloride; In diethyl ether; for 125.5h; Inert atmosphere; Reflux;

Reference yield:

: 1246453-61-1
(2-benzyloxy-ethyl)-(2-chloro-5-methoxyphenyl)amine

: 30132-23-1
ethyl 3-bromo-2-oxocyclohexanecarboxylate

: 1246453-63-3
9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester

Guidance literature:: (2-benzyloxy-ethyl)-(2-chloro-5-methoxyphenyl)amine; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -40 ℃; for 0.5h;

ethyl 3-bromo-2-oxocyclohexanecarboxylate; In tetrahydrofuran; toluene; at -40 - 20 ℃; for 4h;

With zinc(II) chloride; In diethyl ether; for 16h; regioselective reaction; Reflux;
DOI:10.1016/j.tetlet.2014.07.090

Reference yield:

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

: 1246453-63-3
9-(2-benzyloxy-ethyl)-8-chloro-5-methoxy-2,3,4,9,-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 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 / 125.5 h / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; potassium hexamethylsilazane; zinc(II) chloride; In tetrahydrofuran; diethyl ether; toluene;