The title compound was synthesized and its crystal structure was determined by single-crystal X-ray diffraction.The crystal is of monoclinic system(C31H37ClO10,Mr = 605.06),space group P21 with a = 11.882(5),b = 1...The title compound was synthesized and its crystal structure was determined by single-crystal X-ray diffraction.The crystal is of monoclinic system(C31H37ClO10,Mr = 605.06),space group P21 with a = 11.882(5),b = 10.106(5),c = 13.816(6),V = 1545.9(12)(A°)^3,Z = 2,Dc = 1.300 g/cm^3,F(000) = 640,μ = 0.179 mm^-1,the final R = 0.0430 and wR = 0.0595 for 4960 observed reflections(I 〉 2σ(I)).The title compound was confirmed to be a β-anomer by single-crystal X-ray diffraction and 1H NMR.The proximal benzene ring is nearly orthogonal to the glucopyranoside ring,and the two benzene rings are also almost orthogonal to each other.Four non-classical intermolecular hydrogen bonds observed in the crystal lattice help to stabilize the crystal.展开更多
A series of gem-dimethyl-bearing C-glucosides were designed and synthesized as SGLT2 inhibitors,with anhydrous aluminum chloride-mediated Friedel-Crafts alkylation to construct the gem-dimethyl functionality being the...A series of gem-dimethyl-bearing C-glucosides were designed and synthesized as SGLT2 inhibitors,with anhydrous aluminum chloride-mediated Friedel-Crafts alkylation to construct the gem-dimethyl functionality being the key step.The in vivo anti-hyperglycemic activity was evaluated with mice oral glucose tolerance test(OGTT),and all the synthesized compounds showed significant but less potent anti-hyperglycemic activity than the positive control dapagliflozin.展开更多
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...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.展开更多
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 (C27H31C108, Mr = 518.97), space ...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 (C27H31C108, Mr = 518.97), space group P21 with a = 5.3913(11), b = 16.137(2), c = 15.411(3) A, β = 94.15(3)°, V = 1337.3(5) A3, Z = 2, Dc = 1.289 g/cm3, F(000) = 548,μ = 0.190 mm1, the final R = 0.0374 and wR = 0.0809 for 3981 observed reflections (I 〉 2σ(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 fl 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.展开更多
基金Supported by Key Projects of Tianjin Science and Technology Support Plan (10ZCKFSH01300)
文摘The title compound was synthesized and its crystal structure was determined by single-crystal X-ray diffraction.The crystal is of monoclinic system(C31H37ClO10,Mr = 605.06),space group P21 with a = 11.882(5),b = 10.106(5),c = 13.816(6),V = 1545.9(12)(A°)^3,Z = 2,Dc = 1.300 g/cm^3,F(000) = 640,μ = 0.179 mm^-1,the final R = 0.0430 and wR = 0.0595 for 4960 observed reflections(I 〉 2σ(I)).The title compound was confirmed to be a β-anomer by single-crystal X-ray diffraction and 1H NMR.The proximal benzene ring is nearly orthogonal to the glucopyranoside ring,and the two benzene rings are also almost orthogonal to each other.Four non-classical intermolecular hydrogen bonds observed in the crystal lattice help to stabilize the crystal.
基金Key Projects of Tianjin Science and Technology Support Plan(No. 10ZCKFSH01300) for financial support
文摘A series of gem-dimethyl-bearing C-glucosides were designed and synthesized as SGLT2 inhibitors,with anhydrous aluminum chloride-mediated Friedel-Crafts alkylation to construct the gem-dimethyl functionality being the key step.The in vivo anti-hyperglycemic activity was evaluated with mice oral glucose tolerance test(OGTT),and all the synthesized compounds showed significant but less potent anti-hyperglycemic activity than the positive control dapagliflozin.
基金Supported by Scientific and Technological Support Plan by State Ministry of Science and Technology (2007BAI40B01)
文摘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.
基金Natural Science Foundation of China(21302141)Key Projects of Tianjin Science and Technology Support Plan(10ZCKFSH01300)
文摘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 (C27H31C108, Mr = 518.97), space group P21 with a = 5.3913(11), b = 16.137(2), c = 15.411(3) A, β = 94.15(3)°, V = 1337.3(5) A3, Z = 2, Dc = 1.289 g/cm3, F(000) = 548,μ = 0.190 mm1, the final R = 0.0374 and wR = 0.0809 for 3981 observed reflections (I 〉 2σ(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 fl 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.