N-hydroxy-L-phenylalanine

Base Information

• Chemical Name: N-hydroxy-L-phenylalanine
• CAS No.: 14668-24-7
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.191
• European Community (EC) Number: 849-755-5
• Metabolomics Workbench ID: 56866
• Nikkaji Number: J2.370.464A
• Wikidata: Q27120893
• Mol file: 14668-24-7.mol

Synonyms:N-hydroxy-L-phenylalanine;14668-24-7;(2S)-2-(hydroxyamino)-3-phenylpropanoic acid;hydroxyphenylalanine;(S)-Hydroxyphenylalanine;SCHEMBL891433;CHEBI:47990;2-(Hydroxyamino)-3-phenylpropanoate;C19712;(2S)-2-(N-hydroxyamino)-3-phenylpropanoic acid;EN300-7545083;Q27120893

Chemical Property of N-hydroxy-L-phenylalanine

Chemical Property:

• XLogP3: -2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)NO
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)O)NO

Technology Process of N-hydroxy-L-phenylalanine

There total 2 articles about N-hydroxy-L-phenylalanine 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:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → N-hydroxy-L-phenylalanine (14668-24-7)

Guidance literature:

Multistep reaction; (i) 4-methoxy-benzaldehyde, (ii) monoperoxyphthalic acid, (iii) aq. HCl;

DOI:10.1016/S0040-4039(01)92284-1

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → N-hydroxy-L-phenylalanine (14668-24-7)

Guidance literature:

Multistep reaction; (i) 4-methoxy-benzaldehyde, Et₃N, CHCl₃, (ii) monoperoxyphthalic acid, Et₂O, (iii) aq. HCl;

upstream raw materials:

L-phenylalanine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride