| 摘要 |
<p>PURPOSE:To efficiently obtain the subject compound useful as an intermediate for synthesis of 1beta-methylthienamycins having a strong and wide-range anti-bacterial effect by carrying out methylation, oxidative cleavage, oximation, etc., of a new compound synthesized from a cyclopentane derivative, etc. CONSTITUTION:A new compound of formula I is methylated using a methylation agent in the presence of a base in an inert solvent to obtain a compound of formula II. The above-mentioned compound of formula II is subjected to oxidative cleavage in a solvent using an oxidative agent to obtain a compound of formula III. The resultant compound of formula III is then subjected to oximation in a solvent using a hydroxylamine, etc., to obtain a compound of formula IV (Z form can be readily isomerized to E form by oxidation treatment). The obtained compound of formula IV is subjected to Beckmann rearrangement in an organic amine as an inner solvent using a reactive agent to obtain a compound of formula V. A hydroxy-protecting group in the compound of formula V is subsequently eliminated and then oxidized in a solvent using Jone's reagent, etc., thus providing the objective compound of formula VI.</p> |
