3-oxocyclopentanecarbonitrile

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-oxocyclopentanecarbonitrile
• 英文别名: (1S)-3-oxocyclopentane-1-carbonitrile
• 化学式: C₆H₇NO
• 分子量: 109.128
• InChiKey: RJDDBRGASHENKL-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 四丁基氟化铵 、 碳酸氢钠 、 溶剂黄146 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 3-oxocyclopentanecarbonitrile
  参考文献：
  名称：

  Asymmetric synthesis of γ-cyano silyl enol ethers

  摘要：

  The selective oxidative cleavage of the SAMP-hydrazone moiety of 4-silyloxy-3-enal hydrazones 6, leading to the corresponding 4-silyloxy-3-alkenenitriles 7, is reported. A clean, good yielding transformation was observed when m-CPBA in CH2Cl2 was used as the oxidant, the presence of suspended solid NaHCO3 being essential in preventing hydrolysis of the silyl enol ether moiety. Use of magnesium monoperoxyphthalate (MMPP) led to over-oxidated products, while hydrogen peroxide, in the presence of catalytic methyltrioxorhenium (MTO), was ineffective. Independent measurements of the enantiomeric excesses for compounds 7 demonstrated the absence of racemization during the process. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00081-6

文献信息

• PYRAZOLOPYRIDINE DERIVATIVES AS HPK1 MODULATORS AND USES THEREOF FOR THE TREATMENT OF CANCER
  申请人：Incyte Corporation

  公开号：EP3510032A1

  公开（公告）日：2019-07-17
• [EN] PYRAZOLOPYRIDINE DERIVATIVES AS HPK1 MODULATORS AND USES THEREOF FOR THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS DE PYRAZOLOPYRIDINE COMME MODULATEURS DE HPK1 ET LEURS UTILISATIONS POUR LE TRAITEMENT DU CANCER
  申请人：INCYTE CORP

  公开号：WO2018049200A1

  公开（公告）日：2018-03-15

  Disclosed are compounds of Formula (I), methods of using the compounds for inhibiting HPK1 activity and pharmaceutical compositions comprising such compounds. The compounds are useful in treating, preventing or ameliorating diseases or disorders associated with HPK1 activity such as cancer.
• Asymmetric synthesis of γ-cyano silyl enol ethers
  作者：Elena Dı́ez、Rosario Fernández、Eloı́sa Martı́n-Zamora、Carmen Pareja、Auxiliadora Prieto、José M Lassaletta

  DOI：10.1016/s0957-4166(99)00081-6

  日期：1999.3

  The selective oxidative cleavage of the SAMP-hydrazone moiety of 4-silyloxy-3-enal hydrazones 6, leading to the corresponding 4-silyloxy-3-alkenenitriles 7, is reported. A clean, good yielding transformation was observed when m-CPBA in CH2Cl2 was used as the oxidant, the presence of suspended solid NaHCO3 being essential in preventing hydrolysis of the silyl enol ether moiety. Use of magnesium monoperoxyphthalate (MMPP) led to over-oxidated products, while hydrogen peroxide, in the presence of catalytic methyltrioxorhenium (MTO), was ineffective. Independent measurements of the enantiomeric excesses for compounds 7 demonstrated the absence of racemization during the process. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.