(S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester
• CAS No.: 1227795-36-9
• Molecular Formula: C₁₆H₁₈N₂O₃
• Molecular Weight: 286.331
• Mol file: 1227795-36-9.mol

Synonyms:(S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester

Chemical Property of (S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester

There total 1 articles about (S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic 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: 98.0%

4-(2'-pyridyl)benzaldehyde (127406-56-8) + methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) → (S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester (1227795-36-9)

Guidance literature:

4-(2'-pyridyl)benzaldehyde; methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride; With sodium sulfate; triethylamine; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

With methanol; sodium tetrahydroborate; at 0 ℃; for 2h;

Reference yield: 85.0%

(S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester (1227795-36-9) + tert-butyldimethylsilyl chloride (18162-48-6) → (S)-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester (1227795-38-1)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

(S)-3-hydroxy-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester (1227795-36-9) → (S)-3-hydroxy-2-{(4-pyridin-2-yl-benzyl)-[3-(4-trifluoromethyl-phenyl)-acryloyl]-amino}-propionic acid methyl ester (1227795-42-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 4.5 h / 0 - 20 °C / Inert atmosphere

2.2: 17 h / 0 - 20 °C / Inert atmosphere

3.1: water; acetic acid / 20 °C / Inert atmosphere

With 1H-imidazole; oxalyl dichloride; water; acetic acid; N,N-dimethyl-formamide; In dichloromethane;

upstream raw materials:

4-(2'-pyridyl)benzaldehyde

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

Downstream raw materials:

(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester

(S)-3-hydroxy-2-{(4-pyridin-2-yl-benzyl)-[3-(4-trifluoromethyl-phenyl)-acryloyl]-amino}-propionic acid methyl ester

2-{(4-pyridin-2-yl-benzyl)-[3-(4-trifluoromethyl-phenyl)-acryloyl]-amino}-acrylic acid methyl ester

(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-{(4-pyridin-2-yl-benzyl)-[3-(4-trifluoromethyl-phenyl)-acryloyl]-amino}-propionic acid methyl ester