Methyl 2-amino-4-phenylbutanoate

Base Information

• Chemical Name: Methyl 2-amino-4-phenylbutanoate
• CAS No.: 24469-05-4
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• DSSTox Substance ID: DTXSID001305211
• Nikkaji Number: J968.017I
• Mol file: 24469-05-4.mol

Synonyms:methyl 2-amino-4-phenylbutanoate;24469-05-4;methyl (S)-2-amino-4-phenylbutanoate;SCHEMBL276649;DL-homophenylalanine methyl ester;Methyl alpha-aminobenzenebutanoate;YEPNFOMBMXWUOG-UHFFFAOYSA-N;D,L-homophenylalanine methyl ester;DTXSID001305211;AKOS012177403;SB45154;alpha-Aminobenzenebutyric acid methyl ester;EN300-905195

Chemical Property of Methyl 2-amino-4-phenylbutanoate

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 176

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCC1=CC=CC=C1)N

Technology Process of Methyl 2-amino-4-phenylbutanoate

There total 4 articles about Methyl 2-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: 96.3%

methanol (67-56-1) + D,L-homophenylalanine (1012-05-1) → D,L-homophenylalanine methyl ester (24469-05-4)

Guidance literature:

With sulfuric acid; at 20 - 70 ℃; for 2.08333h;

Reference yield: 74.0%

1-methyl 1-nitro-2-phenylcyclopropanecarboxylate (893751-16-1) → D,L-homophenylalanine methyl ester (24469-05-4)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 24h; under 5171.48 Torr;

DOI:10.1021/jo035596y

Reference yield: 38.0%

2-bromo-1-chlorobenzene (694-80-4) + methyl 2-(dibenzylamino)butanoate → methyl 2-amino-4-phenylbutanoate (186432-13-3) + D,L-homophenylalanine methyl ester (24469-05-4)

Guidance literature:

methyl 2-(dibenzylamino)butanoate; With lithium diisopropyl amide; In toluene; at 0 ℃; for 0.5h;

2-bromo-1-chlorobenzene; With bis(η3-allyl-μ-chloropalladium(II)); 2-(2-(dicyclohexylphosphino)-1H-imidazol-1-yl)-N,N-dimethylaniline; In toluene; at 60 ℃; for 3.5h; Further stages; Inert atmosphere;

DOI:10.1002/anie.201206237

upstream raw materials:

styrene

N-benzyloxycarbonyl-glycine

methanol

D,L-homophenylalanine

Downstream raw materials:

methyl 2-(tert-butoxycarbonylamino)-4-phenylbutanoate

2,2'-dithiodibenzoyl bis-benzylalanine methyl ester

methyl octahydro-8-(1-methoxycarbonyl-3-phenylpropylamino)-9-oxopyridazo[1,2-a]pyridazine-1-carboxylate

(1R(*),8R(*))-8-<(1R(*))-carboxy-3-phenylpropylamino>-octahydro-9-oxopyridazino<1,2-a>pyridazine-1-carboxylic acid