3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid

Base Information

Chemical Name:3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid
CAS No.:1353487-21-4
Molecular Formula:C₂₈H₂₅ClN₂O₃
Molecular Weight:472.971
Hs Code.:

Synonyms:3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid

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Chemical Property of 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid

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Technology Process of 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid

There total 10 articles about 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid 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%

: 1660146-57-5
ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate

: 1353487-21-4
3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1248/cpb.c13-00980

Reference yield:

: 108052-76-2
4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester

: 1353487-21-4
3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: toluene / 1.17 h / 60 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 2.25 h / -30 - 50 °C

2.2: 2 h / 60 °C

3.1: sodium hydroxide / tetrahydrofuran / 2.5 h / 50 °C

4.1: borane-THF / tetrahydrofuran / 1 h / 0 - 20 °C

5.1: Dess-Martin periodane / chloroform / 1 h / 0 °C

6.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

6.2: 1 h

7.1: copper dichloride; sodium tetrahydroborate / methanol / 1 h / 0 °C

8.1: trifluoroacetic acid / chloroform / 1 h / 0 - 20 °C

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 3 h / 20 °C

10.1: sodium hydroxide / tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; borane-THF; sodium hexamethyldisilazane; sodium hydride; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; copper dichloride; In tetrahydrofuran; methanol; chloroform; toluene;
DOI:10.1248/cpb.c13-00980

Reference yield:

: 1233249-89-2
tributyl-[[4-[(2-methylpropan-2-yl)oxycarbonyl]phenyl]methyl]phosphanium bromide

: 1353487-21-4
3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 2.25 h / -30 - 50 °C

1.2: 2 h / 60 °C

2.1: sodium hydroxide / tetrahydrofuran / 2.5 h / 50 °C

3.1: borane-THF / tetrahydrofuran / 1 h / 0 - 20 °C

4.1: Dess-Martin periodane / chloroform / 1 h / 0 °C

5.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

5.2: 1 h

6.1: copper dichloride; sodium tetrahydroborate / methanol / 1 h / 0 °C

7.1: trifluoroacetic acid / chloroform / 1 h / 0 - 20 °C

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 3 h / 20 °C

9.1: sodium hydroxide / tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; borane-THF; sodium hexamethyldisilazane; sodium hydride; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; copper dichloride; In tetrahydrofuran; methanol; chloroform;
DOI:10.1248/cpb.c13-00980