(S)-Methyl 2-((methoxycarbonyl)amino)-3-phenylpropanoate

Base Information

• Chemical Name: (S)-Methyl 2-((methoxycarbonyl)amino)-3-phenylpropanoate
• CAS No.: 41844-71-7
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• Hs Code.: 2924299090
• European Community (EC) Number: 806-739-2
• DSSTox Substance ID: DTXSID00442486
• Nikkaji Number: J1.024.329G
• Wikidata: Q76415839
• Mol file: 41844-71-7.mol

Synonyms:41844-71-7;(S)-Methyl 2-((methoxycarbonyl)amino)-3-phenylpropanoate;Methyl N-(methoxycarbonyl)-L-phenylalaninate;methyl (2S)-2-(methoxycarbonylamino)-3-phenylpropanoate;N-(Methoxycarbonyl)-L-phenylalanine methyl ester;methyl (S)-2-methoxycarbonylamino-3-phenyl-propionate;SCHEMBL6295802;DTXSID00442486;JIHFRPSFLTXYEP-JTQLQIEISA-N;AKOS015999556;N-methoxycarbonyl phenylalanine methyl ester;N-methoxycarbonyl-L-phenylalanine methyl ester;A872994;methyl(S)-2-methoxycarbonylamino-3-phenyl-propionate;(S)-Methyl2-((methoxycarbonyl)amino)-3-phenylpropanoate;METHYL (2S)-2-[(METHOXYCARBONYL)AMINO]-3-PHENYLPROPANOATE

Chemical Property of (S)-Methyl 2-((methoxycarbonyl)amino)-3-phenylpropanoate

Chemical Property:

• PSA: 64.63000
• LogP: 1.51760
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

95+% ^*data from raw suppliers

(S)-Methyl2-((methoxycarbonyl)amino)-3-phenylpropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)NC(=O)OC
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=CC=C1)NC(=O)OC

Technology Process of (S)-Methyl 2-((methoxycarbonyl)amino)-3-phenylpropanoate

There total 12 articles about (S)-Methyl 2-((methoxycarbonyl)amino)-3-phenylpropanoate 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: 94.0%

methanol (67-56-1) + N-methoxycarbonyl-L-phenylalanine (41844-91-1) → methyl (S)-2-methoxycarbonylamino-3-phenyl-propionate (41844-71-7)

Guidance literature:

With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride;

Reference yield: 89.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + methyl chloroformate (79-22-1) → methyl (S)-2-methoxycarbonylamino-3-phenyl-propionate (41844-71-7)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; at 5 - 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/bm300697h

Reference yield: 89.0%

methanol (67-56-1) + N-(L)-phenylalanine methyl ester (142311-92-0) → methyl (S)-2-methoxycarbonylamino-3-phenyl-propionate (41844-71-7)

Guidance literature:

With zinc(II) chloride; at 60 - 80 ℃; for 12h;

upstream raw materials:

L-phenylalanine

2-Methoxycarbonyloxyimino-2-cyanoaethylacetat

methanol

N-(L)-phenylalanine methyl ester

Downstream raw materials:

(S)-(1-benzyl-3-chloro-2-oxopropyl)carbamic acid methyl ester

(S)-(+)-2-(N-methylamino)-3-phenylpropanol

(4S,5S)-5-Benzyl-3,3-dichloro-4-hydroxy-pyrrolidin-2-one

(4R,5S)-5-Benzyl-3,3-dichloro-4-hydroxy-pyrrolidin-2-one

Refernces

• 1、 -. "Method for selective removal of t-butyloxycarboryl from nitrogen". Paragraph 0024-0025; 0026-0028; 0032-0034. . Retrieved 2018/03/26.
• 2、 Anantharaj,Jayakannan. "Polymers from amino acids: Development of dual ester-urethane melt condensation approach and mechanistic aspects". experimental part. p. 2446 - 2455. Retrieved 2012/10/08.