Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 11. Molecular dissections of neplanocin A as potential inhibitors of S- …

DR Borcherding, S Narayanan, M Hasobe…

Index: Borcherding; Narayanan; Hasobe; McKee; Keller; Borchardt Journal of Medicinal Chemistry, 1988 , vol. 31, # 9 p. 1729 - 1738

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Citation Number: 74

Abstract

-22-23-24-15e (a) TBDMSiCl, DMAP, Et3N, CHZClz;(b) CrO,, Pyr, CHZClz;(c)(Me0) 2POCHzC0zMe, NaH, THF. obtained by the oxidation of solketal 16 (Scheme IV). The aldehyde 17 was reacted with trimethyl phosphonoacetate, which gave the ester 15b in a 17: 3 E: Z ratio. Due to the poor biological activity of compound 5, no attempt was made to synthesize this compound in optically active form. The final compounds 4a, 4b, and 5 were ...