期刊文献+

Crystal Structure of Isoquinoline Derivatives

Crystal Structure of Isoquinoline Derivatives
在线阅读 下载PDF
导出
摘要 The chiral compound 5H-imidazol[2,3-b]isoquinoline-l-ethanol-5-one-1,2, 3, 10b-tetrahydro- β(S)-phenyl-3(S)-phenyl was synthesized from the direct condensation of 2- cyanophenyacetonitrile with optically active (S)-(+)-2-phenylglycinol in chlorobenzene under dry, anaerobic conditions. ZnCl2 was used as a Lewis acid catalyst in this reaction, and the structure of this compound was determined by X-ray diffraction, NMR, MS and IR. Crystal data of the title compound: C25H22N2O2, Mr = 382.45, P 21 21 21, a = 5.341(5), b = 16.735(5), c = 22.129(5) A, γ = 90°, V = 1978(2)A^3, Z = 4, Dc = 1.284 g/cm^3, the final R = 0.0321 for 2269 observed reflections with I 〉 2 σ(I) and Rw = 0.0771 for all data. The chiral compound 5H-imidazol[2,3-b]isoquinoline-l-ethanol-5-one-1,2, 3, 10b-tetrahydro- β(S)-phenyl-3(S)-phenyl was synthesized from the direct condensation of 2- cyanophenyacetonitrile with optically active (S)-(+)-2-phenylglycinol in chlorobenzene under dry, anaerobic conditions. ZnCl2 was used as a Lewis acid catalyst in this reaction, and the structure of this compound was determined by X-ray diffraction, NMR, MS and IR. Crystal data of the title compound: C25H22N2O2, Mr = 382.45, P 21 21 21, a = 5.341(5), b = 16.735(5), c = 22.129(5) A, γ = 90°, V = 1978(2)A^3, Z = 4, Dc = 1.284 g/cm^3, the final R = 0.0321 for 2269 observed reflections with I 〉 2 σ(I) and Rw = 0.0771 for all data.
出处 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2011年第11期1672-1674,共3页 结构化学(英文)
关键词 5H-imidazol[2 3-b]isoquinoline-l-ethanol-5-one-1 2 3 10b-tetrahydro- β(S)-phenyl-3(S)-phenyl (R)-(-)-2-phenylglyeinol Lewis acid eatalyst 5H-imidazol[2,3-b]isoquinoline-l-ethanol-5-one-1,2,3,10b-tetrahydro- β(S)-phenyl-3(S)-phenyl, (R)-(-)-2-phenylglyeinol, Lewis acid eatalyst
  • 相关文献

参考文献11

  • 1Rosaria, D. L.; Laura, F.; Stcfania, D. G.; Sara, D. G.; Rosa, M.; Filomcna, F.; Grazia, D. L. N-substituted isoquinoline dcrivativ's as potential AChE inhibitors. Journal of Heterocyclic Chemistry 2010, 47, 54-62.
  • 2Ukita, S.; Terakawa, Y.; Wada, K.; Nakata, A.; Sakai, A. 6-Phenyl-1,3,4,6,11,1 la-hexahydro-2H-pyrazino[1,2-b] isoquinoline derivatives as PDE4 inhibitors for treatment of inflammatory and allergic diseases. Jpn. Kokai Toldyo Koho. 2004, 11 pp.
  • 3Panvert, M.; Collet, S.; Gningant, A. Silver nitrate-promoted ring enlargement of 1-tribromomethyl-1,2-dihydro- and 1-tribromomethyl-l,2,3,4-tetrahydro-isoquinoline derivatives: application to the synthesis of the anti-anginal zatebradine. Tetrahedron Lett. 2003, 44, 4203-4206.
  • 4Oikawa, M.; Takeda, Y.; Naito, S.; Hashizume, D.; Koshino, H.; Sasaki, M. A three-component approach to isoquinoline derivatives by cycloaddition/Heck reaction sequence. Tetrahedron Lett. 2007, 48, 4255-4258.
  • 5Tsutsui, H.; Narasaka, K. Synthesis of pyridine and isoquinolino d,.rivatives by the palladium-catalyzed cyclization of olcfmic ketone O-pentafluorobenzoyloximes. Chemistry Letters 2001, 6, 526-527.
  • 6Sanchez-Sancho, F.; Mann, E.; Herradon, B. Efficienl synthesis of chiral isoquinoline and pyrido[1,2-b] isoquinoline derivatives via intramolecular hcck reactions. Advanced Synthesis & Catalysis 2001, 343, 360-368.
  • 7Jensen, K. B.; Roberson, M.; Jorgensen, K. A. Catalytic enantioselective 1,3-dipolar cycloaddition reactions of cyclic nitrones: A simple approach for the formation of optically active isoquinoline derivatives. J. Org. Chem. 2000, 65, 9080-9084.
  • 8Luo, M.; Zhang, J. H.; Sun, J.; Zhou, S. M.; Yin, H.; Hu, K. L. Modular synthesis of oxazulinvs and their defivativvs. J. Comb. Chem. 2009, 11,220-228.
  • 9Sheldrick, G. M. SHELXS-97, Program for X-ray Crystal Structure Solution; Gottingen University: Germany 1997.
  • 10Sheldrick, G. M. SHEL-97, Program for X-ray Crystal Structure Refinement, Gottingcn University: Germany 1997.

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部