PURPOSE: To obtain the subject compound useful as a synthetic intermediate for an antibacterial β-lactam compound in high yield and stereo-selectivity by using a carboxylic acid derivative as a starting substance, subjecting the component to successive reactions and finally electrolyzing the reaction product.
CONSTITUTION: The objective compound of formula VI can be produced by using a compound of formula I (R3 is protected carboxyl) as a starting substance, reacting with formaldehyde or a substance having equivalent reactivity, reacting the reaction product with a compound of formula II (R4 is lower alkyl), isomerizing the product to obtain a compound of formula III, reacting with an acid to acylate the primary alcohol and form a compound of formula IV (R5 is acyl), introducing a hydroxy-protecting group, converting the resultant compound of formula V into a compound of formula R2-NH2 (R2 is lower alkoxy) and electrolyzing the compound after cyclization reaction.
CHIBA TOSHIYUKI
SHIRAI FUMIYUKI
WASHITSUKA KENICHI
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