Synthesis of [13C4] Baraclude®(entecavir)

SB Tran, IV Ekhato, JK Rinehart

Index: Tran, Scott B.; Ekhato, Ihoezo V.; Rinehart, J. Kent Journal of Labelled Compounds and Radiopharmaceuticals, 2009 , vol. 52, # 11 p. 485 - 489

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Citation Number: 5

Abstract

Abstract Entecavir, labeled as 1H-[13 C 4] purin-6 (9H)-one, was prepared from commercially available [13 C] guanidine HCl, 1 and diethyl [1, 2, 3-13 C 3] malonate, 2. The reagents were condensed together to give 2-amino-4, 6-dichloro [2, 4, 5, 6-13 C 4] pyrimidine 3, which in turn was coupled to an optically active amino cyclopentanol derivative, 9. A further sequence of eight reaction steps completed the constructions of the ...