methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate

Base Information

• Chemical Name: methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate
• CAS No.: 1240521-20-3
• Molecular Formula: C₁₉H₂₄N₂O₄S
• Molecular Weight: 376.477
• Mol file: 1240521-20-3.mol

Synonyms:methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate

Chemical Property of methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate

There total 3 articles about methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate 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: 61.0%

4-chloromethylthiazole (3364-76-9) + (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester (51987-73-6) → methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate (1240521-20-3)

Guidance literature:

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

4-chloromethylthiazole; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;

With water; ammonium chloride; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (S)-methyl 3-phenyl-2-(thiazol-4-ylmethylamino)propanoate (1240523-18-5) → methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate (1240521-20-3)

Guidance literature:

at 50 ℃; for 1h;

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → methyl N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalaninate (1240521-20-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / dichloromethane

1.2: 3 h / 20 °C

2.1: 1 h / 50 °C

With sodium hydrogencarbonate; In dichloromethane;

upstream raw materials:

di-tert-butyl dicarbonate

(S)-methyl 3-phenyl-2-(thiazol-4-ylmethylamino)propanoate

4-chloromethylthiazole

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

Downstream raw materials:

N-(((1,1-dimethylethyl)oxy)carbonyl)-N-(1,3-thiazol-4-ylmethyl)-L-phenylalanine

(S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-4H-1,2,4-triazol-3-ylamino)propan-2-yl(thiazol-4-ylmethyl)carbamate

(S)-3-phenyl-N-(5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl)-2-(thiazol-4-ylmethylamino)propanamide

(S)-tert-butyl 1-fluoro-1-oxo-3-phenylpropan-2-yl(thiazol-4-ylmethyl)carbamate