(3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

Base Information

Chemical Name:(3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide
CAS No.:945996-57-6
Molecular Formula:C₃₃H₃₉Cl₃N₄O₄
Molecular Weight:662.056
Hs Code.:

(3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

Synonyms:(3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

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Chemical Property of (3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

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Technology Process of (3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

There total 11 articles about (3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-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: 24.0%

: (rac.)-(3'R*,4'S*)-3'-{[5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-carbamoyl}-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1'-carboxylic acid tert-butyl ester

: 945996-57-6
(3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

Guidance literature:: (rac.)-(3'R*,4'S*)-3'-{[5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-carbamoyl}-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1'-carboxylic acid tert-butyl ester; With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 0 - 20 ℃; for 3h;

Resolution of racemate;

Reference yield: 24.0%

: (rac)-(3'R*,4'S*)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

: 945996-57-6
(3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

: (3'S,4'R)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

Guidance literature:: Purification / work up; Resolution of racemate;

Reference yield:

: 921630-64-0
2-(2,6-dichloro-4-methyl-phenoxy)-ethanol

: 945996-57-6
(3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [5-chloro-2-(3-methoxy-propyl)-pyridin-4-ylmethyl]-cyclopropyl-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

1.2: 1.5 h / Heating / reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: -78 - 20 °C

3.1: methanol; magnesium / 4 h

3.2: 1 h / 20 °C

4.1: sodium methylate / methanol / 70 °C

4.2: pH 6 - 7

5.1: sodium hydroxide / methanol; water / 4.5 h / 70 °C

5.2: pH ~ 4

6.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 72 h / 20 °C

7.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 3 h / 0 - 20 °C

7.2: Resolution of racemate

With hydrogenchloride; methanol; dmap; sodium hydroxide; n-butyllithium; sodium methylate; sodium hydride; benzotriazol-1-ol; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water;