Synthesis of Isomeric Dimers of Deoxycholic Acid Derivatives Linked by 1,2,3-Triazole

Abstract

Steroidal propargylic ester 6 and the propiolic ester 7 were prepared in a few steps from the deoxycholic acid. The Huisgen cycloaddition reaction of alkynes 6 and 7 as dipolarophiles with a 1,3-dipolar compound, the azide 5, afforded the dimeric compounds 8 and 9, respectively, in good yield. The dimers of deoxycholic acid derivatives linked by 1,4-disubstituted 1,2,3-triazole were characterized by spectroscopic methods.

GRAPHICAL ABSTRACT

Keywords:

• Bile acids
• cholaphanes
• click chemistry
• cycloaddition
• steroids

ACKNOWLEDGMENTS

I. M.-L. and A. W. thank T. Pospieszny and H. Koenig for their support and I. Skiera for semiempirical calculations.

SUPPLEMENTAL MATERIAL

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