4-Hydroxyphenylglycine

Base Information

• Chemical Name: 4-Hydroxyphenylglycine
• CAS No.: 938-97-6
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• Hs Code.: 2922501000
• European Community (EC) Number: 213-353-2
• NSC Number: 30081
• UNII: 7UYG7X0F53
• DSSTox Substance ID: DTXSID90860473
• Nikkaji Number: J62.816F,J27.605G
• Wikipedia: 4-Hydroxyphenylglycine
• Wikidata: Q27093571
• Metabolomics Workbench ID: 147176
• ChEMBL ID: CHEMBL130865
• Mol file: 938-97-6.mol

Synonyms:(R,S)-3HPG;4-hydroxyphenylglycine;4-hydroxyphenylglycine hydrobromide, (+-)-isomer;4-hydroxyphenylglycine hydrochloride, (R)-isomer;4-hydroxyphenylglycine perchlorate, (+-)-isomer;4-hydroxyphenylglycine, (+-)-isomer;4-hydroxyphenylglycine, (R)-isomer;4-hydroxyphenylglycine, (S)-isomer;4-hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (+-)-isomer;4-hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (R)-isomer;4-hydroxyphenylglycine, 4-methylbenzenesulfonate, (+-)-isomer;4-hydroxyphenylglycine, 4-methylbenzenesulfonate, (S)-isomer;4-hydroxyphenylglycine, monosodium salt;4-hydroxyphenylglycine, monosodium salt, (R)-isomer;D-p-hydroxyphenylglycine;L-4-hydroxyphenylglycine;oxfenicine;p-hydroxyphenylglycine;UK 25842;UK-25842

Chemical Property of 4-Hydroxyphenylglycine

Chemical Property:

• Vapor Pressure: 1.7E-06mmHg at 25°C
• Melting Point: 229-230 °C
• Refractive Index: 1.547
• Boiling Point: 446.3 °C at 760 mmHg
• PKA: 2.15±0.10(Predicted)
• Flash Point: 223.7 °C
• PSA: 69.56000
• Density: 1.411 g/cm³
• LogP: 0.96170
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Very Slightly, Heated), Water (Slightly, Heated, Sonicated)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

DL-4-Hydroxyphenylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)N)O
• Uses: (4-Hydroxyphenyl)glycine, is a key intermediate for the synthesis Cefpiramide (C243400), used as a β-lactam antibiotic. 4-hydroxyphenylglycine is used (now only rarely) as a photographic developer and in the determination of phosphorus and silicon.

Technology Process of 4-Hydroxyphenylglycine

There total 2 articles about 4-Hydroxyphenylglycine 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:

D-p-hydroxyphenylglycine o-toluenesulfonate (64923-06-4) → D-(4-hydroxyphenyl)glycine (938-97-6,6324-01-2,22818-40-2,32462-30-9)

Guidance literature:

With pH = 6; In water; at 0 ℃; overnight;

DOI:10.1246/bcsj.58.433

Reference yield:

p-hydroxyphenylglycine (6324-01-2) → D-(4-hydroxyphenyl)glycine (938-97-6,6324-01-2,22818-40-2,32462-30-9)

Guidance literature:

DOI:10.1246/bcsj.60.649

Reference yield: 95.0%

D-(4-hydroxyphenyl)glycine (938-97-6,6324-01-2,22818-40-2,32462-30-9) + trichloromethyl chloroformate (503-38-8) → N-carboxyanhydride of D-4-hydroxyphenylglycine

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 1h;

upstream raw materials:

D-p-hydroxyphenylglycine o-toluenesulfonate

p-hydroxyphenylglycine

Refernces

• 1、 Hongo, Chikara,Tohyama, Masanori,Yoshioka, Ryuzoki,Yamada, Shigeki,Chibata, Ichiro. "Asymmetric Transformation of DL-p-Hydroxyphenylglycine by a Combination of Preferential Crystallization and Simultaneous Racemization of the o-Toluenesulfonate". . p. 433 - 436. Retrieved 2007/10/02.