(R)-ethyl2-amino-4-phenylbutanoate

Base Information

• Chemical Name: (R)-ethyl2-amino-4-phenylbutanoate
• CAS No.: 124044-66-2
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• DSSTox Substance ID: DTXSID80424907
• Nikkaji Number: J732.378F
• Wikidata: Q72482599
• Mol file: 124044-66-2.mol

Synonyms:124044-66-2;(R)-ethyl2-amino-4-phenylbutanoate;ethyl (2R)-2-amino-4-phenylbutanoate;D-Homophenylalanine ethyl ester;(R)-ethyl 2-amino-4-phenylbutanoate;D-Homophenylalanine ethyl ester;Benzenebutanoic acid, alpha-amino-, ethyl ester, (alphaR)-;SCHEMBL8174213;DTXSID80424907;AKOS015909994;AKOS015933074;EN300-60147

Chemical Property of (R)-ethyl2-amino-4-phenylbutanoate

Chemical Property:

• Boiling Point: 311.4 °C at 760 mmHg
• Flash Point: 164.8 °C
• PSA: 52.32000
• Density: 1.058g/cm³
• LogP: 2.20990
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 188

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)N
• Isomeric SMILES: CCOC(=O)[C@@H](CCC1=CC=CC=C1)N

Technology Process of (R)-ethyl2-amino-4-phenylbutanoate

There total 18 articles about (R)-ethyl2-amino-4-phenylbutanoate 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%

ethanol (64-17-5) + D,L-homophenylalanine (1012-05-1) → ethyl L-2-amino-4-phenylbutyrate (46460-23-5,46460-24-6,82830-84-0,124044-66-2)

Guidance literature:

ethanol; D,L-homophenylalanine; With thionyl chloride; Reflux;

With sodium hydrogencarbonate;

DOI:10.1016/j.tetasy.2010.02.011

Reference yield: 89.0%

ethanol (64-17-5) + D-homophenylalanine (82795-51-5) → (R)-ethyl 2-amino-4-phenylbutanoate (124044-66-2)

Guidance literature:

With hydrogenchloride; sodium carbonate;

DOI:10.1002/ardp.19943271111

Reference yield: 72.0%

ethyl 5-phenyl-2-isoxazoline-3-carboxylate (7064-04-2) → ethyl L-2-amino-4-phenylbutyrate (46460-23-5,46460-24-6,82830-84-0,124044-66-2)

Guidance literature:

ethyl 5-phenyl-2-isoxazoline-3-carboxylate; With palladium 10% on activated carbon; ammonium formate; In ethanol; for 1h; Reflux;

With hydrogenchloride; zinc; In ethanol; water; at 0 ℃; for 1.5h;

DOI:10.3762/bjoc.14.263

upstream raw materials:

2-(Benzhydrylidene-amino)-2-phenethyl-succinic acid diethyl ester

ethyl 5-benzyl-2-oxo-2,3-dihydrooxazole-4-carboxylate

ethyl 3-[(p-nitrobenzenesulfonyl)oxy]-2-oxo-4-phenylbutanoate

2-amino-4-oxo-4-phenyl-2-butenoic acid ethyl ester

Downstream raw materials:

N-hydroxy-5-norbomene-2,3-dicarboxylic acid imide

2-((1S,7R)-3,5-Dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yloxycarbonylamino)-4-phenyl-butyric acid ethyl ester

2-oxo-4-phenylbutanoic acid ethyl ester

N-<1(R)-(Ethoxycarbonyl)-3-phenylpropyl>-(S)-alanin-benzylester

Refernces

• 1、 Gagnot, Glwadys,Hervin, Vincent,Coutant, Eloi P.,Desmons, Sarah,Baatallah, Racha,Monnot, Victor,Janin, Yves L.. "Synthesis of unnatural α-amino esters using ethyl nitroacetate and condensation or cycloaddition reactions". . p. 2846 - 2852. Retrieved 2018/11/27.
• 2、 -. "IMIDAZOPYRAZINE DERIVATIVES, PROCESS FOR PREPARATION THEREOF, AND THEIR USES AS LUCIFERINS". Page/Page column 64. . Retrieved 2018/11/22.