3,4-Dihydroxyphenylpyruvic acid

Base Information

• Chemical Name: 3,4-Dihydroxyphenylpyruvic acid
• CAS No.: 4228-66-4
• Molecular Formula: C9H8 O5
• Molecular Weight: 196.16
• DSSTox Substance ID: DTXSID70962409
• Nikkaji Number: J506.232B
• Wikidata: Q27109260
• Metabolomics Workbench ID: 53726
• Mol file: 4228-66-4.mol

Synonyms:3,4-dihydroxyphenylpyruvic acid;3,4-dihydroxyphenylpyruvic acid, alpha-(14)C-labeled;DHPPA

Chemical Property of 3,4-Dihydroxyphenylpyruvic acid

Chemical Property:

• Melting Point: 190-192℃ (decomposition)
• Boiling Point: 447.3°Cat760mmHg
• PKA: 2.42±0.54(Predicted)
• Flash Point: 238.5°C
• PSA: 94.83000
• Density: 1.54g/cm³
• LogP: 0.29400
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 196.03717335
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

98%min ^*data from raw suppliers

3-(3,4-Dihydroxyphenyl)-2-oxopropanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(=O)C(=O)O)O)O

Technology Process of 3,4-Dihydroxyphenylpyruvic acid

There total 8 articles about 3,4-Dihydroxyphenylpyruvic 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: 98.0%

4-hydroxyphenylpiruvic acid (156-39-8) → L-586462 (4228-66-4)

Guidance literature:

With Agaricus bisporus; oxygen; In aq. phosphate buffer; dichloromethane; at 25 ℃; for 24h; pH=7;

DOI:10.1016/j.bmc.2013.10.026

Reference yield: 74.5%

α-acetylamino-β-(3,4-diacetoxyphenyl)acrylic acid (65329-03-5,1162198-63-1) → L-586462 (4228-66-4)

Guidance literature:

With hydrogenchloride; water; for 8h; Reflux;

DOI:10.14233/ajchem.2013.14496

Reference yield: 71.2%

2-(acetylamino)-3-[3,4-bis(acetyloxy)phenyl]-(2Z)-2-propenoic acid (65329-03-5,1162198-63-1) → L-586462 (4228-66-4)

Guidance literature:

With hydrogenchloride; In water; for 6h; Reflux;

DOI:10.1002/adsc.201700806

upstream raw materials:

α-acetylamino-β-(3,4-diacetoxyphenyl)acrylic acid

3,4-dihydroxybenzaldehyde

2-methyl-4-(3,4-diacetoxybenzylidene)oxazolone

4-hydroxyphenylpiruvic acid

Downstream raw materials:

danshensu

dopa

6,7-dihydroxy-1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

1-carboxy-6,7-dihydroxy-1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride

Refernces

• 1、 Nguyen, Dat P.,Sladek, Rudolph N.,Do, Loi H.. "Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions". supporting information. . Retrieved 2020/07/15.
• 2、 -. "The industrialization to a method for synthesizing danshensu". . . Retrieved 2017/01/12.