title: Three-step synthesis of l-ido-1-deoxynojirimycin derivatives by reductive amination in water, "borrowing hydrogen" under neat conditions and deprotection.
abstract: In this communication, we describe a three-step synthesis of l-ido-1-deoxynojirimycin derivatives starting from readily available 2,3,4,6-tetra-O-benzyl-d-glucopyranose via Ir-catalyzed reductive amination in water, "borrowing hydrogen" under neat conditions, and Pd-catalyzed debenzylation.
authors.affiliation: School of Pharmacy, Fourth Military Medical University, 169 Changle West Road, Xian, 710032, P. R. China. wpchen@fmmu.edu.cn.
authors.forename: Kai
authors.initials: K
authors.lastname: Zhao
authors.affiliation: School of Pharmacy, Fourth Military Medical University, 169 Changle West Road, Xian, 710032, P. R. China. wpchen@fmmu.edu.cn.
authors.forename: Gang
authors.initials: G
authors.lastname: Zhou
authors.affiliation: School of Pharmacy, Fourth Military Medical University, 169 Changle West Road, Xian, 710032, P. R. China. wpchen@fmmu.edu.cn.
authors.forename: Huifang
authors.initials: H
authors.lastname: Nie
authors.affiliation: School of Pharmacy, Fourth Military Medical University, 169 Changle West Road, Xian, 710032, P. R. China. wpchen@fmmu.edu.cn.
authors.forename: Weiping
authors.initials: W
authors.lastname: Chen
mesh_terms: D017485:1-Deoxynojirimycin / Q000138:chemical synthesis / Q000737:chemistry; D000586:Amination; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry; D010084:Oxidation-Reduction; D014867:Water / Q000737:chemistry*
chemical_list: C501633:deoxynojirimycine; C000626210:l-ido-1-deoxynojirimycin; D014867:Water; D017485:1-Deoxynojirimycin; D007495:Iridium; D006859:Hydrogen; D005944:Glucosamine