(R)-3-amino-4-phenylbutanoic acid

Base Information

• Chemical Name: (R)-3-amino-4-phenylbutanoic acid
• CAS No.: 131270-08-1
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• European Community (EC) Number: 635-039-8
• Nikkaji Number: J424.432J
• ChEMBL ID: CHEMBL227335
• Mol file: 131270-08-1.mol

Synonyms:(R)-3-amino-4-phenylbutanoic acid;131270-08-1;(3R)-3-amino-4-phenylbutanoic acid;D-beta-Homophenylalanine, HPLC 98per cent;(R)-b-Aminobenzenebutanoic acid;MFCD11615764;(R)-3-Benzyl-beta-alanine;SCHEMBL123055;CHEMBL227335;CHEBI:181741;OFVBLKINTLPEGH-SECBINFHSA-N;(R)-3-amino-4-phenylbutanoicacid;AKOS022183432;FD10278;AS-48838;Benzenebutanoic acid, beta-amino-, (betaR)-;CS-0059946;EN300-729571;A888540;J-800381

Chemical Property of (R)-3-amino-4-phenylbutanoic acid

Chemical Property:

• Melting Point: 209-211 °C(Solv: water (7732-18-5); acetone (67-64-1))
• Boiling Point: 329.5±30.0 °C(Predicted)
• PKA: 3.78±0.10(Predicted)
• PSA: 63.32000
• Density: 1.164±0.06 g/cm3(Predicted)
• LogP: 1.73140
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

98%min ^*data from raw suppliers

(R)-3-Amino-4-phenylbutanoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-3-amino-4-phenylbutanoic acid

There total 33 articles about (R)-3-amino-4-phenylbutanoic acid 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: 97.0%

(S)-3-(9H-fluoren-9-yl)methoxycarbonylamino-4-phenylbutanoic acid (193954-28-8,282524-78-1) → 9-methylene-fluorene (4425-82-5) + β-homo-(S)-phenylalanine (15099-85-1,26250-87-3,131270-08-1,131725-48-9)

Guidance literature:

With dimethyl sulfoxide; at 120 ℃; for 0.25h; Microwave irradiation;

DOI:10.2533/chimia.2010.200

Reference yield: 93.0%

3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester (211618-75-6) → β-homo-(S)-phenylalanine (15099-85-1,26250-87-3,131270-08-1,131725-48-9)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 7h; under 760 Torr; Ambient temperature;

DOI:10.1021/jm980131z

Reference yield: 61.4%

N-[(1S)-1-cyanomethyl-2-phenylethyl]-2,4,6-trimethylbenzenesulfonamide (1039025-18-7) → β-homo-(S)-phenylalanine (15099-85-1,26250-87-3,131270-08-1,131725-48-9)

Guidance literature:

With hydrogen bromide; phenol; at 110 ℃; for 121h;

DOI:10.1248/cpb.56.260

upstream raw materials:

Vinyl chloroformate

(S,S)-6-benzyl-2-tert-butyl-1,3-dimethyl-4-pyrimidinone

(S)-3-benzyloxycarbonylamino-4-phenylbutyric acid

3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester

Downstream raw materials:

4(S)-benzyl-3(S)-methoxyazetidin-2-one

(S)-4-Benzyl-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

4(S)-benzyl-1-(tert-butyldimethylsilyl)-3(S)-hydroxyazetidin-2-one

(3S,4S)-3-Allyl-4-benzyl-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

Refernces

• 1、 -. "METHOD FOR OBTAINING OPTICALLY PURE AMINO ACIDS". Page/Page column 7. . Retrieved 2012/02/01.
• 2、 Tasnadi, Gabor,Forro, Enik,Fueloep, Ferenc. "Improved enzymatic syntheses of valuable β-arylalkyl-β-amino acid enantiomers". experimental part. p. 793 - 799. Retrieved 2010/06/20.