L-Phenylalanine, N-(2-hydroxybenzoyl)-

Base Information

• Chemical Name: L-Phenylalanine, N-(2-hydroxybenzoyl)-
• CAS No.: 56145-93-8
• Molecular Formula: C16H15NO4
• Molecular Weight: 285.299
• DSSTox Substance ID: DTXSID90204676
• Nikkaji Number: J1.511.567J
• Wikidata: Q76150909
• Mol file: 56145-93-8.mol

Synonyms:N-(2-Hydroxybenzoyl)-L-phenylalanine;L-Phenylalanine, N-(2-hydroxybenzoyl)-;BRN 3215995;Alanine, 3-phenyl-N-salicyloyl-;56145-93-8;4-14-00-01618 (Beilstein Handbook Reference);SCHEMBL3497457;DTXSID90204676;LS-105791

Chemical Property of L-Phenylalanine, N-(2-hydroxybenzoyl)-

Chemical Property:

• Vapor Pressure: 4.8E-13mmHg at 25°C
• Boiling Point: 552.6°Cat760mmHg
• Flash Point: 288°C
• Density: 1.315g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 285.10010796
• Heavy Atom Count: 21
• Complexity: 365

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)NC(=O)C2=CC=CC=C2O
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)C2=CC=CC=C2O

Technology Process of L-Phenylalanine, N-(2-hydroxybenzoyl)-

There total 15 articles about L-Phenylalanine, N-(2-hydroxybenzoyl)- 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: 45.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + 2-hydroxybenzoyl azide (54539-61-6) → N-(2-hydroxybenzoyl)phenylalanine (56145-93-8)

Guidance literature:

With triethylamine; In water; ethyl acetate; at 20 ℃; for 48h;

DOI:10.1021/tx000221i

Reference yield:

salicylic?acid?succinimidyl ester (70120-40-0) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → N-(2-hydroxybenzoyl)phenylalanine (56145-93-8)

Guidance literature:

salicylic?acid?succinimidyl ester; L-phenylalanine; With sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; pH=2;

DOI:10.1016/j.reactfunctpolym.2013.03.018

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + salicyloyl chloride (1441-87-8) → N-(2-hydroxybenzoyl)phenylalanine (56145-93-8)

Guidance literature:

With sodium hydroxide; for 2h; Ambient temperature; pH=10;

DOI:10.1021/jm00021a014

upstream raw materials:

Phenylalanine

2-hydroxybenzoyl azide

2-methoxy-ethanol

2-(N-benzyloxycarbonyl-DL-phenylalanyloxy)-benzoic acid benzyl ester

Downstream raw materials:

4-benzyl-2-(2-hydroxy-phenyl)-4H-oxazol-5-one

L-phenylalanine

salicylic acid

N-(N-salicyloyl-DL-phenylalanyl)-glycine methyl ester