Tetrahedron

Chemoselective hydrogenation of 17α-hydroxy-6-methylen-pregna-4, 9 (11)-diene-3, 20-dione. Synthesis of fluorometholone

A Marcos-Escribano, FA Bermejo, AL Bonde-Larsen…

Index: Marcos-Escribano, Andres; Bermejo, Francisco A.; Bonde-Larsen, Antonio Lorente; Retuerto, Jesus Iglesias Tetrahedron, 2009 , vol. 65, # 41 p. 8493 - 8496

Full Text: HTML

Citation Number: 4

Abstract

The development of an efficient hydrogenation method of 17α-hydroxy-6-methylen-pregna- 4, 9 (11)-diene-3, 20-dione by using wet (10%) Pd on carbon and triethylamine led us to the corresponding 6α-methyl-pregnane in good yield. This chemoselective process allowed us to set up a large-scale procedure for the synthesis of the ophthalmic drug fluorometholone with 45% overall yield.