Synthesis and Crystal Structure of 2,3,4,6-Tetra-O-acetyl-1-{2-[(4-nitrophenoxy)methyl]-1,3,4-thiadiazole-5-thione-4-yl}-1-deoxy-β-D-glucopyranose

被引：1
作者：
王致峰 [1 ]
赵桂龙 [2 ]
田来进 [1 ]
机构：
[1] School of Chemistry and Chemical Engineering,Qufu Normal University
[2] Tianjin Key Laboratory of Molecular Design and Drug Discovery,Tianjin Institute of Pharmaceutical Research
来源：
结构化学 | 2010年 / 29卷 / 05期
关键词：
synthesis; crystal structure; thiadiazole; glucose; SGLT2; inhibitor;
D O I：
10.14102/j.cnki.0254-5861.2010.05.017
中图分类号：
O626 [杂环化合物];
学科分类号：
070303 ; 081704 ;
摘要：
The title compound has been synthesized and its crystal structure was determined by single-crystal X-ray diffraction.The crystal is of orthorhombic system (C23H25N3O12S2,Mr=599.58),space group P212121 with a=6.2102(12),b=17.803(4),c=24.223(5),V=2678.0(9)3,Z=4,Dc=1.487 g/cm3,F(000)=1248,μ=0.268 mm-1,the final R=0.0483 and wR=0.1108 for 4174 observed reflections (I > 2σ(I)).The C=S bond,which parallels to the anomeric C-H,adopts α orientation relative to the anomeric position of glucopyranoside.
引用
收藏
页码：747 / 751
页数：5
相关论文
共 6 条
[1]  
SHELXS 97, Program for the Refinement of Crystal Structure. Sheldrick,G. M. . 1997
[2]  
Ellsworth,B. A,Meng,W,Patel,M,Girotra,R. N,Wu,G,Sher,P. M,Hagan,D. L,Obermeier,M. T,Humphreys,W. G,Robertson,J. G,Wang,A,Han,S,Waldron,T. L,Morgan,N. N,Whaley,J. M,Washburn,W. N. Bioorganic and Medicinal Chemistry Letters . 2008
[3]  
Zhang,Y,Zhao,G. L,Wang,X. Z,Jia,J,Wang,J. W. Acta Crystallographica . 2006
[4]  
Meng,W,Ellsworth,B. A,Nirschl,A. A,McCann,P. J,Patel,M,Girotra,R. N,Wu,G,Sher,P. M,Morrison,E. P,Biller,S. A,Zahler,R,Deshpande,P. P,Pullockaran,A,Hagan,D. L,Morgan,N,Taylor,J. R,Obermeier,M. T,Humphreys,W. G,Khanna,A,Discenza,L,Robertson,J. G,Wang,A,Han. Journal of Medicinal Chemistry . 2008
[5]  
Lansdell,M. I,Burring,D. J,Hepworth,D,Strawbridge,M,Graham,E,Guyot,T,Betson, M. S,Hart,J. D. Bioorganic and Medicinal Chemistry Letters . 2008
[6]  
6-O-Benzyl- and 6-O-Silyl-N-acetyl-2-amino-2-N,3-O-carbonyl-2-deoxyglucosides: Effective Glycosyl Acceptors in the Glucosamine 4-OH Series. Effect ofAnomeric Stereochemistry on the Removal of the Oxazolidinone Group. Crich D.,Vinod A U. Journal of Organic Chemistry . 2005
1