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Design and synthesis of new carbohydrate-lithocholic acid conjugates linked via 1,2,3-triazole rings
Authors:Claudia I. Bautista-Hernández  Guillermo E. Negrón-Silva  Rosa Santillán  Blanca Ivonne Vergara-Arenas  Deyanira Ángeles-Beltrán  Leticia Lomas-Romero  Diego Pérez-Martínez
Affiliation:1. Departamento de Ciencias Básicas, Universidad Autónoma Metropolitana-Azcapotzalco, Av. San Pablo No. 180, C.P. 02200 Ciudad de México, Mexico;2. Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado Postal 14-740, 07000 Ciudad de México, Mexico;3. Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, Av. San Rafael Atlixco 186, Leyes de Reforma 1ra Secc, C.P. 09340 Ciudad de México, Mexico
Abstract: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).
Keywords:1,2,3-Triazole  Carbohydrate  Lithocholic acid  Conjugates  Azide?alkyne cycloaddition
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