Chemical Properties
clear colorless to yellow liquid
Uses
Methylglyoxal 1,1-dimethyl acetal was used in the synthesis of methylglyoxal via hydrolysis in the presence of H
2SO
4. It was used to investigate the effects of methylglyoxal-mediated glycation on the structure, thermal stability and enzyme activity of yeast enolase
in vivo.
Uses
Pyruvic Aldehyde Dimethyl Acetal is used in the preparation of MCL1 inhibitors S63845 which is tolerable and effective in diverse cancer models. Also, acts as a synthetic reagent for the preparation of 8novel 2,4-disubstituted pyrimidines as potent, selective, and cell-permeable inhibitors of neuronal nitric oxide synthase. Selective inhibition of neuronal nitric oxide synthase is an important therapeutic approach to target neurodegenerative disorders.
Synthesis Reference(s)
The Journal of Organic Chemistry, 41, p. 2642, 1976
DOI: 10.1021/jo00877a030
Synthesis
It is produced in two main stages. Stage 1: Preparation of acetone aldehyde monohydrate. 1,2-Propanediol undergoes gas-phase oxidation over a modified electrolytic silver catalyst. Optimal conditions: temperature 350-650??C, oxygen/alcohol ratio 1.1-1.2, space velocity 18,000-20,000 h?1. Conversion is 100%, methylglyoxal selectivity is 76%. Stage 2: Preparation of Methylglyoxal 1,1-dimethyl acetal. acetone aldehyde monohydrate reacts with methanol under reflux catalyzed by a modified resin. Distillation removes low-boilers and methanol. Steam distillation gives a crude solution. Dichloromethane extraction and rectification yield the pure product.
