3,4-Dihydroxyphenylpyruvic acid

ChEBI: A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 3,4-dihydroxyphenyl group.

3,4-dihydroxyphenylpyruvic acid is a 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 3,4-dihydroxyphenyl group. It has a role as a metabolite. It derives from a pyruvic acid. It is a conjugate acid of a 3,4-dihydroxyphenylpyruvate.

General procedure: The reactions were performed under both homogeneous and heterogeneous conditions in CHTo a 500 mL single-necked flask, 30 g of 2-methyl-4- (3, 4-diacetoxybenzylidene) oxazolone was added, 1 mol / L of the first hydrochloric acidAnd 30 mL of acetone, Heated to reflux for 10 h.After completion of the reaction, The solution was concentrated under reduced pressure, The acetone and the first hydrochloric acid aqueous solution were distilled off, After solid precipitation, 50 mL of ice water was added to disperse the solid, Vacuum filtration, Ice water washing, Vacuum drying, To give 13.6 g of the product as a pale yellow solid, The yield was 70percent.Was added to a 500 mL single-necked flask 2-methyl-4-(3, 4-diacetoxybenzylidene)oxazolone, 30 mL of 1 mol / L first hydrochloric acid and 30 mL of acetone were added and the mixture was heated under reflux for 10h. After completion of the reaction, the solution was concentrated under reduced pressure, and the aqueous solution of acetone and hydrochloric acid was distilled off. After solid precipitation, 50 mL of ice water was added to disperse the solid, evacuated under reduced pressure, washed with ice water and dried in vacuo to give 13.6 g of a pale yellow solid product, mp 161.0 °C to 161.4 °C in a yield of 70percent.(4)

Molecular Weight:196.16
XLogP3:0.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:196.03717335
Monoisotopic Mass:196.03717335
Topological Polar Surface Area:94.8
Heavy Atom Count:14
Complexity:237
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes