2-丙基环戊酮 | 1193-70-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-丙基环戊酮
• 中文别名: 2-丙基环戊烷-1-酮
• 英文名称: 2-propyl-1-cyclopentanone
• 英文别名: 2-propylcyclopentanone；2-propylcyclopentan-1-one
• CAS: 1193-70-0
• 化学式: C₈H₁₄O
• mdl: MFCD04363947
• 分子量: 126.199
• InChiKey: PFUCFFRQJFQQHE-UHFFFAOYSA-N

物化性质

• 熔点：
  -68.3°C
• 沸点：
  183°C (estimate)
• 密度：
  0.9017

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914299000

反应信息

• 作为反应物：
  描述：

  2-丙基环戊酮 在 MoOBr₃ 、 双氧水 、 乙酸酐 、 溶剂黄146 作用下， 反应 6.0h， 以75%的产率得到1,5-辛内酯
  参考文献：
  名称：

  Abbasov; Alimardanov; Suleimanova, Russian Journal of Applied Chemistry, 1997, vol. 70, # 4, p. 621 - 626

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲氧羰基环戊酮 在 氰化钠 、 potassium carbonate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 2-丙基环戊酮
  参考文献：
  名称：

  Substituted 2-Iminopiperidines as Inhibitors of Human Nitric Oxide Synthase Isoforms

  摘要：

  A series of analogues of 2-iminopiperidine have been prepared and shown to be potent inhibitors of the human nitric oxide synthase (NOS) isoforms. Methyl substitutions on the 4-position (3) or 4- and 6-positions (8) afforded the most potent analogues. These compounds exibited IC50 values of 0.1 and 0.08 mu M, respectively, for hiNOS inhibition. Substitution with cyclohexylmethyl at the 6-position (13) afforded an inhibitor that showed the best selectivity for hiNOS versus heNOS (heNOS IC50/hiNOS IC50 = 64). Following oral administration, inhibitors were found to decrease serum nitrite/nitrate levels in an in vivo rat endotoxin assay. This series of 2-iminopiperidines were prepared via the described synthetic methodologies. The effect of ring substitutions on potency and selectivity for this class of cyclic amidines as NOS inhibitors is described.

  DOI：

  10.1021/jm9705059

文献信息

• α-(Phenylthio)cyclopropylation of Carbonyl Compounds: Preparation of α-Cyclopropyl Ketones.
  作者：Manat Pohmakotr、Jirakorn Thisayukta

  DOI：10.1016/s0040-4039(97)01546-3

  日期：1997.9

  opane and α-acetoxy-α-(phenylthio)cyclopropane were found to react with the silyl enol ethers of some ketones in the presence of Lewis acid in dichloromethane to provide α-(phenylthio)cyclopropyl ketones, which were subjected to reduction with Ra-Ni to give the corresponding α-cyclopropyl ketones. © 1997 Elsevier Science Ltd.

  在二氯甲烷中存在路易斯酸的情况下，发现α-氯-α-（苯硫基）环丙烷和α-乙酰氧基-α-（苯硫基）环丙烷与某些酮的甲硅烷基烯醇醚反应生成α-（苯硫基）环丙基酮用Ra-Ni还原，得到相应的α-环丙基酮。©1997爱思唯尔科学有限公司。
• Amidino dervatives useful as nitric oxide synthase inhibitors
  申请人：G. D. Searle & Co.

  公开号：US05854234A1

  公开（公告）日：1998-12-29

  The current invention discloses useful pharmaceutical compositions containing azepine derivatives useful as nitric oxide synthase inhibitors.

  本发明公开了含有用作一氧化氮合酶抑制剂的氮杂环衍生物的有用药物组合物。
• Amidino derivatives useful as nitric oxide synthase inhibitors
  申请人：G.D. Searle & Co.

  公开号：US06046211A1

  公开（公告）日：2000-04-04

  The current invention discloses useful pharmaceutical compositions containing amidino derivative useful as nitric oxide synthase inhibitors.

  本发明公开了含有作为一氧化氮合酶抑制剂的有用酰胺基衍生物的有用药物组合物。
• Catalytic Asymmetric Vinylation of Ketone Enolates
  作者：André Chieffi、Ken Kamikawa、Jens Åhman、Joseph M. Fox、Stephen L. Buchwald

  DOI：10.1021/ol0159470

  日期：2001.6.1

  [see reaction]. A protocol for the catalytic asymmetric vinylation of ketone enolates has been developed. Key to the success of this process was the development of new electron-rich chiral monodentate ligands.

  [请参阅反应]。已开发出一种用于酮烯醇酯催化不对称乙烯基化的方案。该方法成功的关键是开发新的富含电子的手性单齿配体。
• An Improved Catalyst for the Asymmetric Arylation of Ketone Enolates
  作者：Takayuki Hamada、André Chieffi、Jens Åhman、Stephen L. Buchwald

  DOI：10.1021/ja011122+

  日期：2002.2.1

  system for the enantioselective alpha-arylation of ketones is reported. This catalyst, prepared from Pd(2)(dba)(3) and a bulky dialkylphosphino-binaphthyl ligand, is able to effect the asymmetric arylation of ketone enolates with aryl bromides utilizing NaO(t)()Bu as base. These new catalysts enjoy much higher reactivity than previous systems; arylation reactions could be effected at room temperature

  报道了一种用于酮的对映选择性 α-芳基化的新催化剂体系。这种由 Pd(2)(dba)(3) 和庞大的二烷基膦基-联萘配体制备的催化剂能够利用 NaO(t)()Bu 作为碱实现酮烯醇化物与芳基溴化物的不对称芳基化。这些新催化剂比以前的系统具有更高的反应性；芳基化反应可以在室温下使用仅 2 mol% 的 Pd 催化剂进行。α-烷基-α'-保护的环戊酮的偶联以高产率进行，所得四元立体中心的ee含量高达94%。