Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester

Base Information

• Chemical Name: Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester
• CAS No.: 4522-04-7
• Molecular Formula: C16H23NO4
• Molecular Weight: 293.363
• Mol file: 4522-04-7.mol

Synonyms:

Chemical Property of Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester

There total 52 articles about Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + H-Phe-OEt (3081-24-1) → ethyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalaninate (4522-04-7,53588-99-1)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; methanol; for 60h;

Reference yield: 98.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + ethyl iodide (75-03-6) → ethyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalaninate (4522-04-7,53588-99-1)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2003.07.020

Reference yield: 95.0%

ethanol (64-17-5) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → ethyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalaninate (4522-04-7,53588-99-1)

Guidance literature:

With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethyl cyanoglyoxylate-2-oxime; In water; acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/ol3022337 DOI:10.1021/ol3022337

upstream raw materials:

2-(Azidoformyl)-3-phenylpropionsaeureaethylester

tert-butyl alcohol

di-tert-butyl dicarbonate

phenylalanine ethyl ester

Downstream raw materials:

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

(S)-2-tert-Butoxycarbonylamino-3-cyclohexyl-propionic acid ethyl ester

N-Boc-N-methyl-L-phenylalanine ethyl ester

N-tert-butoxycarbonyl-L-phenylalanine

Refernces

• 1、 Dai, Qipu,Fu, Hui,Hu, Changwen,Li, Peihe,Li, Xiaoying,Wang, Zheng. "Synthesis of protected α-amino acids: Via decarboxylation amination from malonate derivatives". . p. 4439 - 4446. Retrieved 2020/10/20.
• 2、 -. "Base catalytic decarboxylation amination preparation method of amino-acid ester/amide". Paragraph 0064-0065. . Retrieved 2019/10/10.