(S)-2-amino-5-phenylpentanoic acid

Base Information

• Chemical Name: (S)-2-amino-5-phenylpentanoic acid
• CAS No.: 62777-25-7
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2922499990
• European Community (EC) Number: 845-992-3
• DSSTox Substance ID: DTXSID90375931
• Nikkaji Number: J345.055D
• Wikidata: Q27464421
• ChEMBL ID: CHEMBL4071657
• Mol file: 62777-25-7.mol

Synonyms:62777-25-7;(S)-2-amino-5-phenylpentanoic acid;L-2-amino-5-phenyl-pentanoic acid;5-phenyl-L-norvaline;(2S)-2-amino-5-phenylpentanoic acid;(S)-2-amino-5-phenyl-pentanoic acid;5-Phenylnorvaline;L-2-Amino-5-phenylpentanoic acid;MFCD04117835;H-Nva(5-Ph)-OH;SCHEMBL5082998;H-Phe{#(CH2)2}-OH;CHEMBL4071657;DTXSID90375931;XOQZTHUXZWQXOK-JTQLQIEISA-N;(S)-2-Amino-5-phenylvaleric acid;AKOS016843794;AC-9943;AS-19758;CS-0156325;A868365;Q27464421;L-2-Amino-5-phenyl-pentanoic acid (H-L-Nva(Ph)-OH)

Chemical Property of (S)-2-amino-5-phenylpentanoic acid

Chemical Property:

• Melting Point: 228-230 °C
• Boiling Point: 333.5 °C at 760 mmHg
• PKA: 2.52±0.24(Predicted)
• Flash Point: 155.5 °C
• PSA: 63.32000
• Density: 1.128 g/cm³
• LogP: 2.12150
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Acetic Acid (Slightly, Heated, Sonicated), Aqueous Base (Slightly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

L-2-Amino-5-phenyl-pentanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-2-amino-5-phenylpentanoic acid

There total 13 articles about (S)-2-amino-5-phenylpentanoic 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: 100.0%

(E,2S)-2-amino-5-phenyl-pent-4-enoic acid (52161-76-9,267650-37-3) → (S)-2-amino-4-phenylvaleric acid (62777-25-7,2046-19-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 2h;

Reference yield: 99.0%

C2HF3O2*C12H17NO2 → (S)-2-amino-4-phenylvaleric acid (62777-25-7,2046-19-7)

Guidance literature:

With hydrogenchloride; In water; at 80 ℃; for 6h; optical yield given as %ee;

DOI:10.3987/COM-08-S(D)30

Reference yield: 98.0%

2-oxo-5-phenylpentanoic acid (88768-11-0) → (S)-2-amino-4-phenylvaleric acid (62777-25-7,2046-19-7)

Guidance literature:

With formate dehydrogenase; NAD; ammonium formate; at 30 ℃; for 24h; PheDH;

DOI:10.1021/jo00308a012

upstream raw materials:

2-Acetylamino-2-(3-phenyl-propyl)-malonic acid

2-oxo-5-phenylpentanoic acid

2-(2-Methoxy-acetylamino)-5-phenyl-pentanoic acid

(S)-2-Azido-5-phenyl-pentanoic acid

Downstream raw materials:

C₁₄H₂₃NO₂Si

(S)-2-(5-methoxybenzofuran-2-carboxamido)-5-phenylpentanoic acid

(S)-2-(3-methyl-benzoylamino)-5-phenyl-pentanoic acid

Boc-ΔAla-L-Ala-L-Hmb-L-App-NH2

Refernces

• 1、 Murai, Yuta,Hatanaka, Yasumaru,Kanaoka, Yuichi,Hashimoto, Makoto. "Effective synthesis of optically active 3-phenyl-3-(3-trifluoromethyl) diazirinyl bishomophenylalanine derivatives". body text. p. 359 - 364. Retrieved 2009/12/03.
• 2、 -. "Inhibitors of cathepsin S". Page 23. . Retrieved 2010/02/08.