(S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

Base Information

Chemical Name:(S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide
CAS No.:898533-05-6
Molecular Formula:C₃₃H₄₀N₄O₃
Molecular Weight:540.706
Hs Code.:

Synonyms:(S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

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Chemical Property of (S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

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Technology Process of (S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

There total 6 articles about (S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide 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: 41.0%

: (S)-(-)-N-(4-bromobutyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

: 13078-13-2,178928-62-6
1-(3-methylphenyl)-piperazine dihydrochloride

: 898533-05-6
(S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

Guidance literature:: With triethylamine; In acetonitrile; for 12h; Inert atmosphere; Reflux;
DOI:10.1021/jm501119j

Reference yield:

: 63492-82-0
methyl (2S)-1,2,3,4-tetrahydroquinoline-2-carboxylate

: 898533-05-6
(S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / water / 2 h / 20 °C

2.1: sodium hydroxide / methanol; water / 2 h / Reflux

3.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 12 h / 20 °C

4.1: triphenylphosphine; carbon tetrabromide / acetonitrile / 2 h / 20 °C

5.1: triethylamine / acetonitrile / 12 h / Inert atmosphere; Reflux

With carbon tetrabromide; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; sodium hydroxide; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jm501119j

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 898533-05-6
(S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / water / 2 h / 20 °C

2.1: sodium hydroxide / methanol; water / 2 h / Reflux

3.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 12 h / 20 °C

4.1: triphenylphosphine; carbon tetrabromide / acetonitrile / 2 h / 20 °C

5.1: triethylamine / acetonitrile / 12 h / Inert atmosphere; Reflux

With carbon tetrabromide; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; sodium hydroxide; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jm501119j