3-[(4-Hydroxybenzoyl)amino]propanoic acid

Base Information

• Chemical Name: 3-[(4-Hydroxybenzoyl)amino]propanoic acid
• CAS No.: 773838-08-7
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70401363
• Wikidata: Q82204447
• Mol file: 773838-08-7.mol

Synonyms:773838-08-7;3-[(4-hydroxybenzoyl)amino]propanoic acid;N-(4-Hydroxybenzoyl)-beta-alanine;CBDivE_005834;3-(4-Hydroxybenzamido)propanoic acid;Oprea1_564691;SCHEMBL3211210;DTXSID70401363;AKOS000126013;FT-0764413;3-[(4-hydroxyphenyl)formamido]propanoic acid

Chemical Property of 3-[(4-Hydroxybenzoyl)amino]propanoic acid

Chemical Property:

• Vapor Pressure: 1.56E-11mmHg at 25°C
• Melting Point: 178-180 °C
• Refractive Index: 1.589
• Boiling Point: 517.5 °C at 760 mmHg
• PKA: 4.33±0.10(Predicted)
• Flash Point: 266.8 °C
• PSA: 86.63000
• Density: 1.342 g/cm³
• LogP: 0.98760
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

3-[(4-HYDROXYBENZOYL)AMINO]PROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NCCC(=O)O)O
• Uses: N-(4-Hydroxybenzoyl)-β-alanine is a metabolite of β-Alanine which is a naturally occurring beta amino acid. It is used in the preparation of the antibiotic closthioamide

Technology Process of 3-[(4-Hydroxybenzoyl)amino]propanoic acid

There total 7 articles about 3-[(4-Hydroxybenzoyl)amino]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: 100.0%

3-(4-tert-butoxybenzamido)propanoic acid → 3-(4-hydroxybenzamido)propanoic acid (773838-08-7)

Guidance literature:

With trifluoroacetic acid; In water;

DOI:10.1002/anie.201905992

Reference yield: 99.0%

benzyl 3-(4-hydroxybenzamido)propanoate (1280551-80-5) → 3-(4-hydroxybenzamido)propanoic acid (773838-08-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 1.25h;

DOI:10.1002/ejoc.201001695

Reference yield: 84.0%

N-(4-aminobenzoyl)-B-alanine (7377-08-4) → 3-(4-hydroxybenzamido)propanoic acid (773838-08-7) + 4-((2-carboxyethyl)carbamoyl)benzenediazonium chloride

Guidance literature:

With hydrogenchloride; nitric acid; sodium nitrite; In water; at 20 ℃; for 1h; Reagent/catalyst;

DOI:10.1002/chem.201605359

upstream raw materials:

benzyl 3-(4-hydroxybenzamido)propanoate

4-hydroxy-benzoic acid

N-(4-nitrobenzoyl)-beta-alanine

4-nitro-benzoyl chloride

Downstream raw materials:

N,N'-(3,7,13,17-tetraoxo-4,8,12,16-tetraazanonadecane-1,19-diyl)bis(4-hydroxybenzamide)

Refernces

• 1、 Hofmann, Dagmar,Gans, Eva,Krüll, Jasmin,Heinrich, Markus R.. "Sustainable Synthesis of Balsalazide and Sulfasalazine Based on Diazotization with Low Concentrations of Nitrogen Dioxide in Air". . p. 4042 - 4045. Retrieved 2017/03/31.
• 2、 -. "CLOSTHIOAMIDES". Page/Page column 29. . Retrieved 2011/05/11.