204855-17-4

Basic information

• Product Name: 3,3-diethyl-4-(4-(4-methylpiperazine-1-carbonyl)phenoxy)azetidin-2-one
• CAS NO: 204855-17-4
• Molecular Weight: 345.442
• Mol File: 204855-17-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,3-diethyl-4-(4-(4-methylpiperazine-1-carbonyl)phenoxy)azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-diethyl-4-(4-(4-methylpiperazine-1-carbonyl)phenoxy)azetidin-2-one(204855-17-4)
• EPA Substance Registry System: 3,3-diethyl-4-(4-(4-methylpiperazine-1-carbonyl)phenoxy)azetidin-2-one(204855-17-4)

Safety Data

• Hazardous Substances Data: 204855-17-4(Hazardous Substances Data)

Upstream product

• 142935-44-2 4-Propionyloxy-3,3-diethylazetidin-2-one 
• 85858-94-2 1-(4-hydroxybenzoyl)-4-methyl-piperazine 
• 109-01-3 1-methyl-piperazine 
• 99-96-7 4-hydroxy-benzoic acid 

Downstream Products

• 181481-54-9 (4S)-3,3-diethyl-4-{4-[(4-methylpiperazinyl)-carbonyl]phenoxy}azetidin-2-one 
• 204855-19-6 4-[4-[[(4-methyl)piperazin-1-yl]carbonyl]phenoxy]-1-[4-(benzyloxycarbonyl)benzylaminocarbonyl]-3,3-diethyl-2-azetidinone 

Relevant articles and documents

An efficient large-scale process for the human leukocyte elastase inhibitor, DMP 777

This report describes a new convergent, selective, and economical synthesis of DMP 777, ending with the coupling of the chiral β-lactam half of the molecule (1) to the chiral amine as the isocyanate (2). Other steps involve the coupling of the β-lactam 3 to the phenolic moiety under phase-transfer conditions, followed by resolution of the resulting piperazine derivative using a chiral acid, and recycling of the undesired enantiomer also under phase-transfer conditions. The chiral amine 4 was produced efficiently starting from (R)-α-methylbenzylamine and the corresponding butyrophenone.