104362-99-4

Upstream product

• 104362-90-5 (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-<(R)-1-tert-butyldimethylsilyloxymethylethyl>-1-(di-p-anisylmethyl)-2-azetidinone 
• 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 
• 143139-22-4 (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-(1-methylethenyl)-2-azetidinone 
• 501-53-1 benzyl chloroformate 
• 86258-97-1 (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone 
• 104362-98-3 (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-<(R)-1-hydroxymethylethyl>-2-azetidinone 

Downstream Products

• 93711-85-4 (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid 

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.