5-amino-2,7-diphenyl-7H-pyrano[2,3-d][1,3]thiazole-6-carbonitrile | 97819-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-amino-2,7-diphenyl-7H-pyrano[2,3-d][1,3]thiazole-6-carbonitrile
• CAS: 97819-36-8
• 化学式: C₁₉H₁₃N₃OS
• 分子量: 331.398
• InChiKey: MNUVEIDIADBJRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-benzylidene thiazolone 、 丙二腈 在 C₂₈H₂₇F₆N₃S 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以72%的产率得到5-amino-2,7-diphenyl-7H-pyrano[2,3-d][1,3]thiazole-6-carbonitrile
  参考文献：
  名称：

  Enantioselective synthesis of 7H-pyrano[2,3-d]thiazoles via squaramide-catalyzed [2+4] annulation of malononitrile and 5-ylidenethiazol-4-ones

  摘要：

  An efficient catalytic asymmetric synthesis of 7H-pyrano[2,3-d]thiazoles has been developed on the basis of the organocatalyzed [4+2] annulation of malononitrile and 5-ylidenethiazol-4-ones. Under the catalysis of a bifunctional squaramide derived from L-tert-leucine, the reaction of malononitrile and a wide range of 5-ylidenethiazol-4-ones ran smoothly to afford the corresponding structurally diverse 7H-pyrano[2,3-d]thiazole derivatives in good yields (70-94%) and with moderate to excellent enantioselectivities (43->99% ee). (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2016.08.014

文献信息

• Zayed; Elbannany; Ghozlan, Pharmazie, 1985, vol. 40, # 3, p. 194 - 196
  作者：Zayed、Elbannany、Ghozlan

  DOI：——

  日期：——
• ZAYED, EZZAT, M.;ELBANNANY, AFAFA, A.;GHOZLAN, SAID, A. S., PHARMAZIE, 1985, 40, N 3, 194-196
  作者：ZAYED, EZZAT, M.、ELBANNANY, AFAFA, A.、GHOZLAN, SAID, A. S.

  DOI：——

  日期：——
• Enantioselective synthesis of 7H-pyrano[2,3-d]thiazoles via squaramide-catalyzed [2+4] annulation of malononitrile and 5-ylidenethiazol-4-ones
  作者：Lei Cui、Youming Wang、Zhenghong Zhou

  DOI：10.1016/j.tetasy.2016.08.014

  日期：2016.11

  An efficient catalytic asymmetric synthesis of 7H-pyrano[2,3-d]thiazoles has been developed on the basis of the organocatalyzed [4+2] annulation of malononitrile and 5-ylidenethiazol-4-ones. Under the catalysis of a bifunctional squaramide derived from L-tert-leucine, the reaction of malononitrile and a wide range of 5-ylidenethiazol-4-ones ran smoothly to afford the corresponding structurally diverse 7H-pyrano[2,3-d]thiazole derivatives in good yields (70-94%) and with moderate to excellent enantioselectivities (43->99% ee). (C) 2016 Elsevier Ltd. All rights reserved.