4-methyl-N-(2,2,2-trifluoroethyl)pentanamide

• 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: 4-methyl-N-(2,2,2-trifluoroethyl)pentanamide
• 英文别名: N-(2,2,2-Trifluoroethyl)-4-methylpentanamide
• 化学式: C₈H₁₄F₃NO
• 分子量: 197.2
• InChiKey: VXRVTBLBRMRZEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methyl-N-(2,2,2-trifluoroethyl)pentanamide 在 silver tetrafluoroborate 、 acetyl hypobromite 作用下， 以 二氯甲烷 为溶剂， 反应 16.5h， 生成 5,5-二甲基-二氢-呋喃-2-酮
  参考文献：
  名称：

  Synthesis of Lactones via C–H Functionalization of Nonactivated C(sp³)–H Bonds

  摘要：

  An electron-deficient amide is utilized as a directing group to functionalize nonactivated C(sp(3))-H bonds through radical 1,5-hydrogen abstraction. The gamma-bromoamides formed are subsequently converted to gamma-lactones under mild conditions. The method described is not limited to tertiary and secondary positions but also allows functionalization of primary nonactivated sp(3)-hybridized positions in a one-pot sequence. In addition, the broad functional group tolerance renders this method suitable for the late-stage introduction of gamma-lactones into complex carbon frameworks.

  DOI：

  10.1021/acs.orglett.6b03371
• 作为产物：
  描述：

  4-甲基戊酸 、 2,2,2-三氟乙胺盐酸盐 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以87%的产率得到4-methyl-N-(2,2,2-trifluoroethyl)pentanamide
  参考文献：
  名称：

  Synthesis of Lactones via C–H Functionalization of Nonactivated C(sp³)–H Bonds

  摘要：

  An electron-deficient amide is utilized as a directing group to functionalize nonactivated C(sp(3))-H bonds through radical 1,5-hydrogen abstraction. The gamma-bromoamides formed are subsequently converted to gamma-lactones under mild conditions. The method described is not limited to tertiary and secondary positions but also allows functionalization of primary nonactivated sp(3)-hybridized positions in a one-pot sequence. In addition, the broad functional group tolerance renders this method suitable for the late-stage introduction of gamma-lactones into complex carbon frameworks.

  DOI：

  10.1021/acs.orglett.6b03371

文献信息

• Azaindoles useful as inhibitors of janus kinases
  申请人：Vertex Pharmaceuticals, Inc.

  公开号：EP2537849A2

  公开（公告）日：2012-12-26

  The present invention relates to compounds useful as inhibitors of protein kinases, particularly of JAK familiy kinases. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

  本发明涉及可用作蛋白激酶，特别是 JAK 家族激酶抑制剂的化合物。本发明还提供了包含所述化合物的药学上可接受的组合物，以及使用该组合物治疗各种疾病、病症或失调的方法。
• Azaindoles useful as inhibitors of Janus kinases
  申请人：Vertex Pharmaceuticals, Inc.

  公开号：EP2559694A2

  公开（公告）日：2013-02-20

  The present invention relates to compounds useful as inhibitors of protein kinases, particularly of JAK familiy kinases. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

  本发明涉及可用作蛋白激酶，特别是 JAK 家族激酶抑制剂的化合物。本发明还提供了包含上述化合物的药学上可接受的组合物，以及使用该组合物治疗各种疾病、病症或失调的方法。
• METHOD OF TREATING MUSCULAR DEGRADATION
  申请人：Rigel Pharmaceuticals, Inc.

  公开号：US20130310340A1

  公开（公告）日：2013-11-21

  A method for treating muscular deterioration is disclosed. Also disclosed are embodiments of a compound, and compositions comprising the compound, for inhibiting muscular deterioriation, including atrophy, dystrophy, and cachexia, such as may result from ventilation.
• US8163917B2
  申请人：——

  公开号：US8163917B2

  公开（公告）日：2012-04-24
• Synthesis of Lactones via C–H Functionalization of Nonactivated C(sp³)–H Bonds
  作者：Johannes Richers、Michael Heilmann、Markus Drees、Konrad Tiefenbacher

  DOI：10.1021/acs.orglett.6b03371

  日期：2016.12.16

  An electron-deficient amide is utilized as a directing group to functionalize nonactivated C(sp(3))-H bonds through radical 1,5-hydrogen abstraction. The gamma-bromoamides formed are subsequently converted to gamma-lactones under mild conditions. The method described is not limited to tertiary and secondary positions but also allows functionalization of primary nonactivated sp(3)-hybridized positions in a one-pot sequence. In addition, the broad functional group tolerance renders this method suitable for the late-stage introduction of gamma-lactones into complex carbon frameworks.