C(N(CC)CC)C.[CH3:8][N:9]=[C:10]=[O:11].C(#N)C.[CH3:15][O:16][C:17]([C:19]1[C@H:20]2[CH2:28][C@@H:27]3[O:29][C@:26]3([CH3:30])[C@@H:21]2[CH:22]([OH:25])[O:23][CH:24]=1)=[O:18]>CO>[CH3:15][O:16][C:17]([C:19]1[C@H:20]2[CH2:28][C@@H:27]3[O:29][C@:26]3([CH3:30])[C@@H:21]2[C@H:22]([O:25][C:10](=[O:11])[NH:9][CH3:8])[O:23][CH:24]=1)=[O:18]0.15 ml of triethylamine and 60 μl of methylisocyanate were added to an acetonitrile solution containing 200 mg of a known (4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-1-hydroxy-7-methylcyclopenta [c] pyrane-4-carboxylic acid methylester followed by stirring for 1 hour at room temperature. After adding 1 ml of methanol to the reaction mixture, it was concentrated under reduced pressure. The residue was purified by silica gel chromatography to obtain colorless needles from the hexane-ether eluate in the form of (1S,4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-1-methylcarbamoyloxy-7-methylcyclopenta [c] pyrane-4-carboxylic acid methylester (55 mg, yield : 22%). The physicochemical properties of this compound are described in Table 1, Compound No. 3).
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