62244-19-3

Basic information

• Product Name: 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, propanoate, (R)-
• CAS NO: 62244-19-3
• Molecular Formula: C9H16O4
• Molecular Weight: 188.224
• Mol File: 62244-19-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, propanoate, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, propanoate, (R)-(62244-19-3)
• EPA Substance Registry System: 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, propanoate, (R)-(62244-19-3)

Safety Data

• Hazardous Substances Data: 62244-19-3(Hazardous Substances Data)

Upstream product

• 802294-64-0 propionic acid 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 105-38-4 vinyl propionate 
• 20834-34-8 (2,2-dimethyl-1,3-dioxolane-4-yl)methyl n-propanoate 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 

Relevant articles and documents

Lipases aided esterification of (2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Racemic solketal (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol 1, was treated with carboxylic acids of varying chain length or their vinyl esters in the presence of different lipases. The esterification reaction was carried out in n-hexane or diisopropyl ether as a solvent. The yield of the solketal esters and their enantiopurity were satisfactory, as indicated by gas chromatography using chiral column. Lipases from Rhizopus oryzae and Pseudomonas fluorescence gave the best enantiomeric excess (ee) when the solketal was treated with vinyl butyrate in a solution of diisopropyl ether at room temperature.

Application of pig liver esterase catalyzed transesterification in organic media to the kinetic resolution of glycerol derivatives

The PLE/MPEG catalyzed transesterification of the glycerol ketals rac-1a and rac-1d-f with vinyl propionate in toluene proceeded with good selectivities (E=24-34) and gave the enantiomerically enriched S-alcohols 1a and 1d-f, and the S-esters 2a and 2d-f. High selectivities (E=99 and E≥200) were observed in the transesterification of the glycerol ether rac-3 and its desoxy analog rac-5, both having a secondary hydroxy group, with PLE/MPEG. In transesterifications in organic media PLE exhibited a much higher enantioselectivity than in hydrolysis in water.