3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl ester

Base Information

Chemical Name:3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl ester
CAS No.:97580-02-4
Molecular Formula:C₁₉H₂₃NO₄
Molecular Weight:329.396
Hs Code.:

Synonyms:3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl ester

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Chemical Property of 3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl ester

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Technology Process of 3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl ester

There total 9 articles about 3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl 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: 74.0%

: 97579-96-9
3--1-ethoxycarbonyl-1-iodopropane

: 97580-02-4
3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl ester

Guidance literature:: With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 65 ℃;
DOI:10.1016/S0040-4039(00)98541-1

Reference yield: 74.0%

: 97579-96-9
3--1-ethoxycarbonyl-1-iodopropane

: 97580-02-4
(4R,4aS,8aS)-3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl ester

Guidance literature:: With 1,8-dimethylaminonaphthalene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 65 ℃; for 0.25h;
DOI:10.1016/S0040-4020(01)86134-2

Reference yield:

: 6937-16-2
ethyl γ-aminobutyrate hydrochloride

: 97580-02-4
(4R,4aS,8aS)-3,4,4a,7,8,8a-Hexahydro-2H-quinoline-1,4-dicarboxylic acid 4-ethyl ester 1-phenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) K₂CO₃, 2.) K₂CO₃ / 1.) CH₃CN, 2.) CH₃CN

2: 1.) LDA, Me₃SiCl, 2.) Br₂ / 1.) THF, -78 deg C, 40 min, 50 min, 2.) THF, pentane, 10 min

3: 71 percent / KI / 18-crown-6 / acetone

4: 74 percent / 1,8-dimethylaminonaphthalene / 10 mol percent Pd(PPh₃)4 / hexamethylphosphoric acid triamide / 0.25 h / 65 °C

With chloro-trimethyl-silane; 1,8-dimethylaminonaphthalene; bromine; potassium carbonate; potassium iodide; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetone;
DOI:10.1016/S0040-4020(01)86134-2