(2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide

Base Information

Chemical Name:(2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide
CAS No.:852402-84-7
Molecular Formula:C₁₉H₂₂N₂O₂
Molecular Weight:310.396
Hs Code.:

Synonyms:(2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide

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Chemical Property of (2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide

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Technology Process of (2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide

There total 4 articles about (2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide 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: 37.0%

: 852402-74-5
(S)-6-methoxyquinoline-2-carboxylic acid (1-phenylethyl)amide

: 852402-84-7
(2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide

: 852402-79-0
(2R,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide

Guidance literature:: (S)-6-methoxyquinoline-2-carboxylic acid (1-phenylethyl)amide; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

With potassium hydroxide; nickel-aluminum alloy; In ethanol; at 20 ℃; for 1.5h;
DOI:10.1021/jm049031l

Reference yield:

: 89060-22-0
6-methoxyquinoline-2-carboxaldehyde

: 852402-84-7
(2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: H₂O₂; HCO₂H

2.1: 81 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; 4-(dimethylamino)pyridine / CHCl₃ / 12 h / Heating

3.1: LiAlH₄ / tetrahydrofuran / 0 - 20 °C

3.2: 18 percent / aq. KOH; Al-Ni / ethanol / 1.5 h / 20 °C

With dmap; lithium aluminium tetrahydride; formic acid; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; chloroform;
DOI:10.1021/jm049031l

Reference yield:

: 75433-99-7
6-Methoxy-quinoline-2-carboxylic acid

: 852402-84-7
(2S,3'S)-6-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 81 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; 4-(dimethylamino)pyridine / CHCl₃ / 12 h / Heating

2.1: LiAlH₄ / tetrahydrofuran / 0 - 20 °C

2.2: 18 percent / aq. KOH; Al-Ni / ethanol / 1.5 h / 20 °C

With dmap; lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; chloroform;
DOI:10.1021/jm049031l