Benzeneacetic acid, a-[(methoxycarbonyl)amino]-, (S)-

Base Information

• Chemical Name: Benzeneacetic acid, a-[(methoxycarbonyl)amino]-, (S)-
• CAS No.: 60725-19-1
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• Mol file: 60725-19-1.mol

Synonyms:N-methoxycarbonyl-L-phenylglycine;

Chemical Property of Benzeneacetic acid, a-[(methoxycarbonyl)amino]-, (S)-

Chemical Property:

• PSA: 75.63000
• Density: 1.283
• LogP: 1.55920
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-2-((Methoxycarbonyl)amino)-2-phenylaceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneacetic acid, a-[(methoxycarbonyl)amino]-, (S)-

There total 7 articles about Benzeneacetic acid, a-[(methoxycarbonyl)amino]-, (S)- 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: 91.0%

(S)-2-phenylglycine (2935-35-5) + methyl chloroformate (79-22-1) → (S)-2-((methoxycarbonyl)amino)-2-phenylacetic acid (60725-19-1)

Guidance literature:

(S)-2-phenylglycine; methyl chloroformate; With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; 3

Reference yield:

C13H19NO4Si → (S)-2-((methoxycarbonyl)amino)-2-phenylacetic acid (60725-19-1) + (2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid (50890-96-5)

Guidance literature:

Title compound not separated from byproducts; Acid hydrolysis;

DOI:10.1055/s-1999-2774

Reference yield:

(R)-2-(methoxycarbonylamino)-2-phenylacetic acid tert-butyl ester → (S)-2-((methoxycarbonyl)amino)-2-phenylacetic acid (60725-19-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; water; for 22h; Cooling with ice;

upstream raw materials:

(S)-2-phenylglycine

methyl chloroformate

methyl N-benzylcarbamate

N-Benzyl-N-trimethylsilyl-carbamidsaeure-methylester

Refernces

• 1、 Mousa, Mai H. A.,Ahmed, Nermin S.,Schwedtmann, Kai,Frakolaki, Efseveia,Vassilaki, Niki,Zoidis, Grigoris,Weigand, Jan J.,Abadi, Ashraf H.. "Design and synthesis of novel symmetric fluorene-2,7-diamine derivatives as potent hepatitis C virus inhibitors". . . Retrieved 2021/04/16.
• 2、 Yeh, Teng-Kuang,Kang, Iou-Jiun,Hsu, Tsu-An,Lee, Yen-Chun,Lee, Chung-Chi,Hsu, Sheng-Ju,Tian, Ya-Wen,Yang, Hui-Yun,Chen, Chiung-Tong,Chao, Yu-Sheng,Yueh, Andrew,Chern, Jyh-Haur. "A novel, potent, and orally bioavailable thiazole HCV NS5A inhibitor for the treatment of hepatitis C virus". . p. 245 - 268. Retrieved 2019/02/19.