NEW MATERIAL:The compound of formula I (R1 is N-protecting group or substituent group; R2 is H or OH-protecting group; R3 is H, alkyl, aryl, aromatic heterocyclic group, halogen, acyl, substituted silyl, substituted hydroxy, substituted hydroxycarbonyl, substituted thio, substituted sulfinyl, substituted sulfonyl, cyano or nitro; A is -C≡C- or group of formula II).
EXAMPLE: ( 3S,4R )-1-[4-Methoxybenzyl]-4-phenylthioethynyl-3-[( 1R )-1-hydoxyethyl]-2-azetidinone.
USE: Synthetic intermediate of a thienamycin compound (antibiotic substance).
PREPARATION: The compound of formula I is produced by treating the compound of formula III (X is halogen) or the compound of formula IV with a base such as NaOH, KH, t-butyl lithium, etc. in a solvent such as benzene, toluene, etc. at -50W100°C for 1minW24hr.
MARUYAMA HIROSHI
OIDA SADAO
ISHIDA NOBORU
MASUKO HIDEKAZU
JPS557251A | 1980-01-19 | |||
JPS57163362A | 1982-10-07 | |||
JPS55111463A | 1980-08-28 | |||
JPS56142259A | 1981-11-06 |