Synthesis, tubulin binding, antineoplastic evaluation, and structure-activity relationship of oncodazole analogs

…, PB Harrsch, FL McCabe, SM Mong…

Index: Kruse, Lawrence I.; Ladd, David L.; Harrsch, Peter B.; McCabe, Francis L.; Mong, Shau-Ming; et al. Journal of Medicinal Chemistry, 1989 , vol. 32, # 2 p. 409 - 417

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Citation Number: 69

Abstract

54 (a) AlC13, 3, 4-(NOp) z-C6H3COC1, CH&;(b) Hz, Pd/C, MeOH;(c) CH302CNHC (SCH3) NC02CH3, TsOH, CHsOH;(d) HzS04;(e) CH, OH, HC1. strategy in Scheme 111. The anisic acid intermediate 37 was prepared by lithiation and methylation of the oxazoline 36'followed by hydrolysis. Friedel-Crafts acylation of thiophene with the acid chloride prepared from 37 followed by nitration gave 38a. Acylating the isomeric 2-and 3-methylanisoles with ...