30419-00-2

Upstream product

• 79007-02-6 N-[(3S,4R)-1-(3,4-Dimethoxy-benzyl)-2-oxo-4-phenyl-azetidin-3-yl]-2-phenyl-acetamide 
• 103-80-0 phenylacetyl chloride 
• 71703-46-3 1-(3',4'-dimethoxy benzyl)-3-amino-4-phenylazetidin-2-one 
• 71703-43-0 (3,4-Dimethoxy-benzyl)-[1-phenyl-meth-(Z)-ylidene]-amine 
• 100-52-7 benzaldehyde 
• 71703-44-1 cis-1-(3,4-dimethoxybenzyl)-3-(α-methyl-β-methoxycarbonylvinylamino)-4-phenyl-2-azetidinone 

Relevant academic research and scientific papers

Preparation of β-lactams and intermediates therefor

Novel process for the preparation of β-lactams of the formulae: STR1 wherein R' represents lower alkyl, aryl or aryl (lower alkyl), R" represents hydrogen or lower alkyl or R' and R" together with the carbon atoms to which they are attached represent lower cycloalkyl, R'" represents lower alkyl or a group --OR, wherein R represents lower alkyl, X1, Y1 and Z1 are hydrogen or selected organic radicals and R1 represents an acyl group; which successively involves reacting an 1,3-dicarbonyl compound of the formula: STR2 with glycine in the presence of a base to form a vinylamino salt of the formula: STR3 wherein M1+ is the cation of the base, activating the carboxyl group of said vinylamino salt with an appropriate activating agent and reacting the activated compound in the presence of a tertiary base with an imino compound of the formula: STR4 to form the corresponding α-vinylamino-β-lactam of formula IV A and if desired, subjecting said β-lactam to mild acid hydrolysis to obtain the corresponding α-amino-β-lactam of formula V A and if desired, acylating said α-amino-β-lactam with an appropriate acylating agent to obtain a corresponding α-acylamino-β-lactam of formula VI A.