Design, synthesis, and evaluation of. omega.-iodovinyl-and. omega.-iodoalkyl-substituted methyl-branched long-chain fatty acids

…, AP Callahan, FF Knapp Jr

Index: Goodman, Mark M.; Callahan, A. P.; Knapp, F. F. Journal of Medicinal Chemistry, 1985 , vol. 28, # 6 p. 807 - 815

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Citation Number: 21

Abstract

The synthesis of a new methyl-branched fatty acid,(E)-19-iodo-3 (RS)-methyl-18- nonadecenoic acid (19), is described. Methyl branching has been introduced at the 3- position to inhibit@-oxidation and radioiodide has been attached as a trans-vinyl iodide. Preparation of 19 involved a 15-step sequence of reactions climaxing with formation of the methyl ester 18 by iododestannylation of methyl (E)-19-(tri-n-butylstannyl)-3 (RS)-methyl- ...