104362-98-3

Upstream product

• 501-53-1 benzyl chloroformate 
• 112057-69-9 (3S,4R)-3-[(1'R)-1'-(benzyloxycarbonyloxy)ethyl]-4-[(1'R)-1'-(t-butyldimethylsilyloxymethyl)ethyl]azetidin-2-one 
• 104380-26-9 (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone 
• 104362-52-9 (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-methylethenyl)-2-azetidinone 
• 104362-85-8 (3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4-methoxycarbonyl-2-azetidinone 
• 104362-86-9 (3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4-(1-hydroxy-1-methylethyl)-2-azetidinone 
• 86258-97-1 (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone 
• 104362-90-5 (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-<(R)-1-tert-butyldimethylsilyloxymethylethyl>-1-(di-p-anisylmethyl)-2-azetidinone 

Downstream Products

• 93711-85-4 (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid 
• 104362-99-4 (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-<(R)-1-carboxyethyl>-2-azetidinone 

Relevant academic research and scientific papers

Synthetic studies of carbapenem and penem antibiotics. III. A synthesis of a key intermediate for 1β-methylcarbapenem

We synthesized useful intermediates 5 and 6 for 1β- and 1α-methylcarbapenems from 4-carboxy-3-[(R)-1-hydroxyethyl]-2-azetidinone 4 as a starting material by using stereoselective hydrogenation and hydroboration, respectively. A practical synthetic route from 4 to the (3S,4S)-4-[(R)-1-carboxyethyl]-3-[(R)-1-hydroxyethyl]-2-azetidinone derivative 1, a useful intermediate for the synthesis of 1β-methylcarbapenem antibiotics, was established.

Amino acid derivatives, and their production

An amino acid derivative of the formula: STR1 wherein R1 is a protective group for hydroxyl, which is useful as an intermediate for production of antimicrobial agent.