标题：Synthesis and Crystal Structure of Tianagliflozin Triacetate
作者：Zhang Ling-Yu; Xu Hua-Qiang; Shi Yong-Heng; Wang Yu-Li; Wang Jian-Wu; Zhao Gui-Long
作者机构：[Zhang, L.Y] School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China, Tianjin Key Laboratory of Molecular Design and Dr 更多
通讯作者地址：[Wang, JW]Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China.
关键词：crystal structure;anti-diabetic drug;SGLT2 inhibitor;synthesis;tianagliflozin
摘要：The title compound tianagliflozin triacetate 1 was synthesized and its crystal structure was determined by single-crystal X-ray diffraction. The crystal belongs to monoclinic system (C27H31ClO8, M-r = 518.97), space group P2(1) with a = 5.3913(11), b = 16.137(2), c = 15.411(3) angstrom, beta = 94.15(3)degrees, V = 1337.3(5) angstrom(3), Z = 2, D-c = 1.289 g/cm(3), F(000) = 548, mu = 0.190 mm(-1), the final R = 0.0374 and wR = 0.0809 for 3981 observed reflections (I > 2 sigma(I)). The structure of 1, triacetate of a highly potent SGLT2 inhibitor tianagliflozin, was unambiguously determined by single-crystal X-ray diffraction, which helped to confirm the desired beta configuration at the anomeric center and the position where the deoxylation occurred. The two benzene rings in the lattice are basically orthogonal to each other. There are four intermolecular hydrogen bonds in the crystal, which helps to further stabilize the crystal.