Synthesis of J-111,347, a novel 1 beta-methylcarbapenem with broad-spectrum antibacterial activity.
Synthesis of J-111,347 (1), a new 1 beta-methylcarbapenem with broad-spectrum antibacterial activity including that against methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa, was achieved via diastereoselective preparation of a side-chain thiol 3 from an optically active (R)-3,4-dihydroxybutanal 4.
Imamura
H
H
Banyu Tsukuba Research Institute, Ibaraki, Japan.
Ohtake
N
N
Sakuraba
S
S
Shimizu
A
A
Yamada
K
K
Morishima
H
H
D001419:Bacteria / Q000187:drug effects*; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D003500:Cyclization; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects; D013237:Stereoisomerism
D015780:Carbapenems; C404720:J 111347