1213788-11-4

Basic information

• Product Name: (R,S)-N-2-phenylpropionyl-1,2,4-triazole
• Synonyms: (R,S)-N-2-phenylpropionyl-1,2,4-triazole
• CAS NO: 1213788-11-4
• Molecular Weight: 201.228
• Mol File: 1213788-11-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R,S)-N-2-phenylpropionyl-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: (R,S)-N-2-phenylpropionyl-1,2,4-triazole(1213788-11-4)
• EPA Substance Registry System: (R,S)-N-2-phenylpropionyl-1,2,4-triazole(1213788-11-4)

Safety Data

• Hazardous Substances Data: 1213788-11-4(Hazardous Substances Data)

Upstream product

• 41864-22-6 1,1'-Carbonyl-di-(1,2,4-triazole) 
• 492-37-5 hydratropic acid 

Downstream Products

• 7782-24-3 (S)-2-Phenylpropionic acid 
• 1268613-77-9 C₁₁H₁₁N₃O 
• 7782-26-5 (R)-2-Phenylpropionic acid 
• 1213788-26-1 (S)-N-2-phenylpropionyl-1,2,4-triazole 
• 2510-99-8 ethyl (R)-2-phenylpropionate 
• 157239-52-6 propyl ester of (R)-2-phenylpropanoic acid 
• 2328-26-9 methyl (R)-2-phenylpropanoate 

Relevant articles and documents

Kinetic resolution of (R,S)-pyrazolides containing substituents in the leaving pyrazole for increased lipase enantioselectivity

With hydrolysis of (R,S)-azolides in water-saturated methyl tert-butyl ether (MTBE) via Candida antarctica lipase B (CALB) as the model system, (R,S)-pyrazolides containing a leaving 3-, 4- or 3,4-substituted-pyrazole moiety are selected as the best substrates for preparing various optically pure carboxylic acids containing an α-chiral center. Great improvements of enzyme activity for the (R)-enantiomers with excellent enantioselectivity (VR/VS > 100) are obtainable, if (R,S)-pyrazolides containing a leaving 3- or 3,4-substituted-pyrazole moiety are employed for the hydrolysis or alcoholysis by methanol in anhydrous MTBE. A detailed kinetic analysis for (R,S)-N-2-phenylpropionylpyrazoles indicates that a bulky 3-substituent such as 3-(3-bromophenyl) or 3-(2-pyridyl) in the leaving pyrazole moiety has profound effects on decreasing the nucleophilic attack and proton transfer of catalytic serine for the slow-reacting enantiomer in anhydrous MTBE, as well as that and substrate affinity for both enantiomers in water-saturated MTBE. The resolution platform is also successfully applied to the hydrolysis of (R,S)-pyrazolides in water-saturated cyclohexane via Candida rugosa lipase (Lipase MY) having opposite enantioselectivity to CALB.