104401-80-1

Upstream product

• 75-16-1 methylmagnesium bromide 
• 113396-67-1 (2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methoxy-methyl-amide 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 104485-43-0 (3S,4S)-1-(4-methoxyphenyl)-3-[((R)-1-hydroxyethyl)]-4-acetyl-2-azetidinone 
• 139308-11-5 (4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-2-azetidinone 
• 172944-57-9 (3S,4S)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-((R)-1-hydroxy-ethyl)-1-(4-methoxy-phenyl)-azetidin-2-one 

Downstream Products

• 207291-24-5 4-[(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-4-hydroxy-pent-2-ynoic acid ethyl ester 
• 203252-14-6 (2R,3R)-3-((R)-1-(tert-butyldimethylsilyloxy)ethyl)-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl acetate 
• 113396-80-8 (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-(1-hydroxy-1-methyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-azetidin-2-one 
• 171782-15-3 (E)-4-[(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-penta-2,4-dienoic acid ethyl ester 
• 113396-79-5 (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-(1-hydroxy-1-methyl-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-azetidin-2-one 

Relevant academic research and scientific papers

Preparation method of azetidinone compound and preparation method 4 - acyloxy-azetidinone compound

The invention provides a preparation method of a azetidinone compound and a preparation method of 4 - acyloxy-azetidinone compound. The preparation method comprises the following steps S1, an epoxy amide compound reacts with I alkali reagents to form a ring reaction, and first 1st reaction systems are obtained. Step S2: The first reaction system is subjected to hydroxyl protection reaction with a raw material including a silanization reagent and a nitrogen-containing basic organic matter to obtain second reaction systems. In step S3, second reaction system and second base reagent are subjected to isomerization reaction to obtain the azetidinone compound, wherein the epoxy amide compound has the structure shown VI, the separation process of the isomer product of the structure shown II and formula III IV is avoided, and the selectivity and yield of the azetidinone compound are improved.

Hydrogenolysis-Isomerization-Reduction of Propargyl Acetate, and Regio- and Stereoselective Hydrogenation of Dienyl Ester for the Synthesis of 1β-Methylcarbapenem Precursor

A straightforward synthetic route of 1β-methylcarbapenem precursor is established by hydrogenolysis-isomerization-reduction process of propargyl acetate or by regio- and stereoselective hydrogenation process of dienyl ester with complete stereoselectivity

ACYCLIC STEREOCHEMICAL CONTROL USING HEXACARBONYLDICOBALT STABILIZED PROPARGYL CATIONS. A HIGHLY STEREOSELECTIVE ROUTE TO 1β-METHYLCARBAPENEM PRECURSORS.

A highly stereoselective route to precursors of 1β-methylcarbapenems is described.Hydride reduction of a hexacarbonyldicobalt stabilized propargyl cation derived from a 4-acyl-2-azetidinone prepared using the Weinreb ketone synthesis proceeds with complete stereochemical control to a 1β-methylcarbapenem precursor bearing an alkynyl unit.The alkyne is readily elaborated to (3S,4R)-3--4--2-azetidin-2-one or hydrogenated and oxidatively cleaved to (3S,4S)-3--4--azetidin-2-one.