114592-78-8

Basic information

• Product Name: Butanoic acid, 3-(acetyloxy)-, ethyl ester, (R)-
• CAS NO: 114592-78-8
• Molecular Formula: C8H14O4
• Molecular Weight: 174.197
• Mol File: 114592-78-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 3-(acetyloxy)-, ethyl ester, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-(acetyloxy)-, ethyl ester, (R)-(114592-78-8)
• EPA Substance Registry System: Butanoic acid, 3-(acetyloxy)-, ethyl ester, (R)-(114592-78-8)

Safety Data

• Hazardous Substances Data: 114592-78-8(Hazardous Substances Data)

Upstream product

• 108-22-5 Isopropenyl acetate 
• 5405-41-4 ethyl 3-hydroxybutyrate 

Downstream Products

• 24915-95-5 Ethyl (R)-3-hydroxybutanoate 
• 625-72-9 (R)-3-hydroxybutyric acid 

Relevant articles and documents

Transformation of racemic ethyl 3-hydroxybutanoate into the (R)-enantiomer exploiting lipase catalysis and inversion of configuration

Racemic ethyl 3-hydroxybutanoate rac-1 was transformed into ethyl (R)-acetoxybutanoate (ee = 92%) with 85-90% chemical yields using enantioselective acylation with isopropenyl acetate in the presence of Candida antarctica lipase B (CAL-B, Novozym 435) under solvent-free conditions, followed by mesylation of the unreacted (S)-alcohol in the reaction mixture and inversion of configuration with cesium acetate in DMF in one pot. When the (R)-acetoxybutanoate was subjected to alcoholysis with ethanol and CAL-B, enantiopure (R)-1 (ee >99%) was produced.