(S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester

Base Information

• Chemical Name: (S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester
• CAS No.: 869645-75-0
• Molecular Formula: C₃₃H₂₅F₃N₂O₄
• Molecular Weight: 570.568
• Mol file: 869645-75-0.mol

Synonyms:(S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester

Chemical Property of (S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester

There total 7 articles about (S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl 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: 81.0%

(S)-2-[5-bromo-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester (869645-74-9) + 1-Naphthylboronic acid (13922-41-3) → (S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester (869645-75-0)

Guidance literature:

With cesium fluoride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; for 15h; Heating / reflux;

Reference yield:

D-phenyllactic acid (828-01-3,7326-19-4,20312-36-1,156-05-8) → (S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester (869645-75-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid / 24.5 h / 0 - 20 °C

2.1: triethylamine / dichloromethane / 1 h / 0 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

3.2: 20 h / 50 °C

4.1: cesium fluoride / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 15 h / Heating / reflux

With sulfuric acid; sodium hydride; triethylamine; cesium fluoride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

Reference yield:

methyl 2-hydroxy-3-phenylpropionate (27000-00-6) → (S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester (869645-75-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 1 h / 0 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

2.2: 20 h / 50 °C

3.1: cesium fluoride / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 15 h / Heating / reflux

With sodium hydride; triethylamine; cesium fluoride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

upstream raw materials:

(S)-2-[5-bromo-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester

1-Naphthylboronic acid

5-bromo-2-hydroxy-3-aminopyridine

(R)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester