Tetrahedron 2018-03-07

Design and synthesis of new carbohydrate-lithocholic acid conjugates linked via 1,2,3-triazole rings

Claudia I. Bautista-Hernández, Guillermo E. Negrón-Silva, Rosa Santillán, Blanca Ivonne Vergara-Arenas, Deyanira Ángeles-Beltrán, Leticia Lomas-Romero, Diego Pérez-Martínez

Index: 10.1016/j.tet.2018.03.008

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Abstract

10.1016/j.tet.2018.03.008 picture

In this work, we report the synthesis of a novel carbohydrate-lithocholic acid conjugate linked through of 1,2,3-triazole rings and its derivatives in good to excellent yields. The conjugate was synthesized via copper-catalyzed azide−alkyne cycloaddition (CuAAC) from methyl 4,6-O-benzylidene-2,3-di-O-propargyl-α-D-glucopyranoside and methyl 3-azidolithocholate. The structures of all new compounds were properly characterized by infrared (IR), high-resolution mass spectroscopy (HRMS) and one- and two-dimensional nuclear magnetic resonance (NMR).