(E)-methyl 3-(2-bromopyridin-3-yl)acrylate | 540483-93-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-methyl 3-(2-bromopyridin-3-yl)acrylate
• 英文别名: methyl (2E)-3-(2-bromopyridin-3-yl)prop-2-enoate；methyl (E)-3-(2-bromopyridin-3-yl)prop-2-enoate
• CAS: 540483-93-0
• 化学式: C₉H₈BrNO₂
• 分子量: 242.072
• InChiKey: PPIPYDGEMVKNGV-SNAWJCMRSA-N

物化性质

• 沸点：
  328.0±27.0 °C(Predicted)
• 密度：
  1.514±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-methyl 3-(2-bromopyridin-3-yl)acrylate 在 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 47.0h， 生成 methyl 2-[(3S,5S)-3-oxo-3-phenyl-3λ6-thia-2,10-diazabicyclo[4.4.0]deca-1(6),2,7,9-tetraen-5-yl]acetate
  参考文献：
  名称：

  The Intramolecular, Stereoselective Addition of Sulfoximine Carbanions to α,β-Unsaturated Esters

  摘要：

  ortho-Bromocinnamates can be coupled with methyl phenylsulfoximine to afford N-arylsulfoximines in excellent yield. Treatment of these products with an amide base results in a completely stereoselective cyclization to afford enantiomerically pure benzothiazines. This reaction is stereospecific.

  DOI：

  10.1021/ja034744z
• 作为产物：
  描述：

  膦酰基乙酸甲酯二乙酯 、 2-溴-3-吡啶甲醛 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-methyl 3-(2-bromopyridin-3-yl)acrylate
  参考文献：
  名称：

  The Intramolecular, Stereoselective Addition of Sulfoximine Carbanions to α,β-Unsaturated Esters

  摘要：

  ortho-Bromocinnamates can be coupled with methyl phenylsulfoximine to afford N-arylsulfoximines in excellent yield. Treatment of these products with an amide base results in a completely stereoselective cyclization to afford enantiomerically pure benzothiazines. This reaction is stereospecific.

  DOI：

  10.1021/ja034744z

文献信息

• ALPHA-CINNAMIDE COMPOUNDS AND COMPOSITIONS AS HDAC8 INHIBITORS
  申请人：Forma Therapeutics, Inc.

  公开号：US20160264518A1

  公开（公告）日：2016-09-15

  The present invention relates to inhibitors of histone deacetylases, in particular HDAC8, that are useful for the treatment of cancer and other diseases and disorders, as well as the synthesis and applications of said inhibitors.

  本发明涉及组蛋白去乙酰化酶抑制剂，特别是HDAC8，用于治疗癌症和其他疾病和疾病，以及所述抑制剂的合成和应用。
• Alpha-cinnamide compounds and compositions as HDAC8 inhibitors
  申请人：FORMA Therapeutics, Inc.

  公开号：US10266487B2

  公开（公告）日：2019-04-23

  The present invention relates to inhibitors of histone deacetylases, in particular HDAC8, that are useful for the treatment of cancer and other diseases and disorders, as well as the synthesis and applications of said inhibitors.

  本发明涉及组蛋白去乙酰化酶（尤其是 HDAC8）的抑制剂，可用于治疗癌症及其他疾病和失调，还涉及上述抑制剂的合成和应用。
• US9745253B2
  申请人：——

  公开号：US9745253B2

  公开（公告）日：2017-08-29
• [EN] ALPHA-CINNAMIDE COMPOUNDS AND COMPOSITIONS AS HDAC8 INHIBITORS<br/>[FR] COMPOSÉS ALPHA-CINNAMIDE ET COMPOSITIONS COMME INHIBITEURS DE HDAC8
  申请人：FORMA THERAPEUTICS INC

  公开号：WO2016149099A1

  公开（公告）日：2016-09-22

  The present invention relates to inhibitors of histone deacetylases, in particular HDAC8, that are useful for the treatment of cancer and other diseases and disorders, as well as the synthesis and applications of said inhibitors.