The Development of a Manufacturing Route for the GPIIb/IIIa Receptor Antagonist SB-214857-A. Part 1: Synthesis of the Key Intermediate 2, 3, 4, 5-Tetrahydro-4- …

…, AC Share, SAC Smith, TC Walsgrove…

Index: Andrews, Ian P.; Atkins, Richard J.; Breen, Gary F.; Carey, John S.; Forth, Michael A.; Morgan, David O.; Shamji, Amin; Share, Andrew C.; Smith, Stephen A. C.; Walsgrove, Timothy C.; Wells, Andrew S. Organic Process Research and Development, 2003 , vol. 7, # 5 p. 655 - 662

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Citation Number: 10

Abstract

The development of an efficient manufacturing route to 2, 3, 4, 5-tetrahydro-4-methyl-3-oxo-1 H-1, 4-benzodiazepine-2-acetic acid methyl ester SB-235349, a key intermediate in the synthesis of lotrafiban is described. The synthesis starts with 2-nitrobenzyl alcohol which is mesylated, reacted with methylamine and then dimethylacetylene dicarboxylate followed by reduction of the nitro group. Treatment of the resultant aniline with acid gives an ...