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

Base Information

• Chemical Name: (S)-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester
• CAS No.: 1227795-38-1
• Molecular Formula: C₂₂H₃₂N₂O₃Si
• Molecular Weight: 400.593
• Mol file: 1227795-38-1.mol

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

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

There total 2 articles about (S)-3-(tert-butyl-dimethyl-silanyloxy)-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: 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:

4-(2'-pyridyl)benzaldehyde (127406-56-8) → (S)-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester (1227795-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium sulfate; triethylamine / dichloromethane / 20 h / 20 °C / Inert atmosphere

1.2: 2 h / 0 °C

2.1: 1H-imidazole / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium sulfate; triethylamine; In dichloromethane;

Reference yield: 60.0%

4-(trifluoromethyl)cinnamic acid (16642-92-5,87212-84-8,2062-26-2) + (S)-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester (1227795-38-1) → (S)-3-(tert-butyl-dimethyl-silanyloxy)-2-{(4-pyridin-2-yl-benzyl)-[3-(4-trifluoromethyl-phenyl)-acryloyl]-amino}-propionic acid methyl ester (1227795-40-5)

Guidance literature:

4-(trifluoromethyl)cinnamic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-pyridin-2-yl-benzylamino)-propionic acid methyl ester; With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

upstream raw materials:

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

tert-butyldimethylsilyl chloride

4-(2'-pyridyl)benzaldehyde

Downstream raw materials:

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