262600-88-4

Basic information

• Product Name: 3-[(2-Methylpropanoyl)amino]-2-[(S)-1-tert-butyldimethylsilyloxy-2-methylpropyl]quinazolin-4(3H)-one
• CAS NO: 262600-88-4
• Molecular Weight: 417.624
• Mol File: 262600-88-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-[(2-Methylpropanoyl)amino]-2-[(S)-1-tert-butyldimethylsilyloxy-2-methylpropyl]quinazolin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(2-Methylpropanoyl)amino]-2-[(S)-1-tert-butyldimethylsilyloxy-2-methylpropyl]quinazolin-4(3H)-one(262600-88-4)
• EPA Substance Registry System: 3-[(2-Methylpropanoyl)amino]-2-[(S)-1-tert-butyldimethylsilyloxy-2-methylpropyl]quinazolin-4(3H)-one(262600-88-4)

Safety Data

• Hazardous Substances Data: 262600-88-4(Hazardous Substances Data)

Upstream product

• 109-05-7 2-Methylpiperidin 

Relevant articles and documents

Kinetic resolution of amines by acylation using 3-diacylaminoquinazolin- 4(3H)-ones

Four diastereoisomeric 3-diacylaminoquinazolinones 8a-d have been separated and identified by X-ray structure determinations on three of them: their stoichiometric reactions with α-phenylethylamine and with 2- methylpiperidine (2 equiv. of amine) gave the corresponding N-(2- acetoxypropanoyl)amine and unreacted amine in high diastereomeric/enantiomeric excess.

3-(N,N-diacylamino)quinazolin-4(3H)-ones as enantioselective acylating agents for amines

The presence of an N-N chiral axis in a 3-(N-benzoyl-N- isobutanoyl)aminoquinazolin-4(3H)-one (DAQ) bearing a chiral substituent in the 2-position of the quinazolinone allows separation of two enantiopure diastereoisomers; one of these diastereoisomers reacts with racemic 2- methylpiperidine to give (R)(+)-1-benzoyl-2-methylpiperidine (95% ee) and (S)-2-methylpiperidine (91% ee) even using stoichiometric quantities of reagents (1 equiv. DAQ: 2 equiv. amine). (C) 2000 Elsevier Science Ltd.