(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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate

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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate
CAS No.:1206625-79-7
Molecular Formula:C₂H₄O₂*C₃₃H₃₈Cl₃N₃O₄
Molecular Weight:707.094
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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate

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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate

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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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate

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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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate

There total 22 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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate 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: 83.0%

: 1007392-69-9
MK-1597

: 64-19-7,77671-22-8
acetic acid

: 1206625-79-7
(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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate

Guidance literature:: In n-heptane; tert-butyl methyl ether; at 20 ℃; for 4h; Inert atmosphere; Large scale reaction;
DOI:10.1021/jo102070e

Reference yield: 82.7%

: (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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide bis-D-tartrate

: 64-19-7,77671-22-8
acetic acid

: 1206625-79-7
(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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate

Guidance literature:: (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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide bis-D-tartrate; With sodium hydroxide; In tert-butyl methyl ether; water; for 4h;

acetic acid; In n-heptane; tert-butyl methyl ether; at 0 - 20 ℃; for 4.58333h;

Reference yield:

: 1206625-60-6
2-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine

: 1206625-79-7
(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 [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; water / 1.08 h / 50 - 83 °C / Inert atmosphere; Large scale reaction

2.1: tetrafluoroboric acid diethyl ether; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); Josiphos SL-J₂₁₂-1; hydrogen / tetrahydrofuran; dichloromethane / 20 h / 15 °C / 41372.9 Torr / Autoclave; Large scale reaction

3.1: sodium ethanolate / ethanol / 1 h / 70 °C / Inert atmosphere; Large scale reaction

3.2: 1 h / 70 °C / Inert atmosphere; Large scale reaction

4.1: 1-methyl-1H-imidazole / 2-methyltetrahydrofuran; acetonitrile / 3.25 h / -20 - -5 °C / Inert atmosphere; Large scale reaction

5.1: 2-methyltetrahydrofuran; acetonitrile / 16 h / 20 °C / Inert atmosphere; Large scale reaction

6.1: phosphoric acid / 2-methyltetrahydrofuran; tert-butyl methyl ether; water / 16 h / 60 °C / Inert atmosphere; Large scale reaction

7.1: n-heptane; tert-butyl methyl ether / 4 h / 20 °C / Inert atmosphere; Large scale reaction

With 1-methyl-1H-imidazole; tetrafluoroboric acid diethyl ether; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); tetrakis(triphenylphosphine) palladium⁽⁰⁾; Josiphos SL-J₂₁₂-1; phosphoric acid; hydrogen; sodium ethanolate; sodium carbonate; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,2-dimethoxyethane; ethanol; n-heptane; dichloromethane; tert-butyl methyl ether; water; acetonitrile; 1.1: Suzuki coupling;
DOI:10.1021/jo102070e