(2R)-2-(benzylamino)propanoic acid

Base Information

• Chemical Name: (2R)-2-(benzylamino)propanoic acid
• CAS No.: 65491-01-2
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.21600
• DSSTox Substance ID: DTXSID00352354
• Mol file: 65491-01-2.mol

Synonyms:(2R)-2-(benzylamino)propanoic acid;65491-01-2;N-benzyl-d-alanine;(R)-2-(Benzylamino)propanoic Acid;SCHEMBL3556483;DTXSID00352354;(R)-2-(Benzylamino)propanoicAcid;AKOS017516391;CS-0018505;EN300-125858

Chemical Property of (2R)-2-(benzylamino)propanoic acid

Chemical Property:

• Boiling Point: 314.1±25.0 °C(Predicted)
• PKA: 2.31±0.10(Predicted)
• PSA: 49.33000
• Density: 1.126±0.06 g/cm3(Predicted)
• LogP: 1.64020
• XLogP3: 0.1
• 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:

99% ^*data from raw suppliers

(2R)-2-(benzylamino)propanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)O)NCC1=CC=CC=C1
• Isomeric SMILES: C[C@H](C(=O)O)NCC1=CC=CC=C1

Technology Process of (2R)-2-(benzylamino)propanoic acid

There total 42 articles about (2R)-2-(benzylamino)propanoic 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: 99.0%

N-benzylalanine (7585-47-9,40297-69-6,65491-01-2) → N-benzyl-(S)-alanine (7585-47-9,40297-69-6,65491-01-2)

Guidance literature:

With C₂₄H₂₉CoN₂O₄; In dichloromethane; water; at 10 ℃; for 24h; optical yield given as %ee; Resolution of racemate;

DOI:10.1002/ejoc.200701101

Reference yield: 96.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + benzaldehyde (100-52-7) → N-benzyl-(S)-alanine (7585-47-9,40297-69-6,65491-01-2)

Guidance literature:

With sodium tetrahydroborate; sodium hydroxide; In water; at 0 ℃;

DOI:10.1021/jo3007144

Reference yield: 85.0%

Benzyl N-benzyl-D-alaninate → (-)-N-benzyl-(R)-Ala (65491-01-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.333333h;

DOI:10.1021/jo00126a029

upstream raw materials:

2-Bromopropionic acid

benzylamine

(S)-2-bromopropanoic acid

1,4-dibenzyl-3,6-dimethyl-2,5-dioxopiperazine

Downstream raw materials:

(S)-N-benzylalaninol

L-alanine hydrochloride

N-benzyl-(S)-alanine

Cu((C₆H₅CH₂)NHCH(CH₃)COO)2(H₂O)2

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF CYCLOPROPYLDIKETOPIPERAZINES AND OF A KEY INTERMEDIATE OF DS-5272". Paragraph 00157. . Retrieved 2018/09/08.
• 2、 Etxabe, Julen,Izquierdo, Joseba,Landa, Aitor,Oiarbide, Mikel,Palomo, Claudio. "Catalytic enantioselective synthesis of N,Cα,Cα-trisubstituted α-amino acid derivatives using 1H-imidazol-4(5H)-ones as key templates". supporting information. p. 6883 - 6886. Retrieved 2015/06/08.