Cyclopentanone, 2-[(phenylamino)oxy]-

• 分子结构分类: 有机化合物 - 苯类化合物 - N-苯基羟胺
• 英文名称: Cyclopentanone, 2-[(phenylamino)oxy]-
• 英文别名: 2-anilinooxycyclopentan-1-one
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: WTKUIUHVCORUIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(cyclopent-1-en-1-yloxy)-1,1,2,2,2-pentamethyldisilane 、 亚硝基苯 在 silver tetrafluoroborate 、 13-Phenoxy-10,16-diphenyl-12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 、 cesium fluoride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 16.0h， 以41%的产率得到Cyclopentanone, 2-[(phenylamino)oxy]-
  参考文献：
  名称：

  甲硅烷基烯醇醚的对映选择性O-亚硝基醛醇缩合反应。

  摘要：

  DOI：

  10.1002/anie.200705679

文献信息

• Enantioselective <i>O</i>- and <i>N</i>-Nitroso Aldol Synthesis of Tin Enolates. Isolation of Three BINAP−Silver Complexes and Their Role in Regio- and Enantioselectivity
  作者：Norie Momiyama、Hisashi Yamamoto

  DOI：10.1021/ja039103i

  日期：2004.5.1

  ratio and/or choice of silver salt. Indeed, the X-ray crystallographic study has been used to gain insight into the structure of the catalyst. After the evaluation of each species, 1:1 (AgX.(R)-BINAP) complex was found to be the real active species in the O-selective nitroso aldol reaction. On the other hand, a systematic survey of solvent has shown that the optimal 2:1 (AgX.(R)-BINAP) complex is the effective

  通过金属/配体比例的适当组合和/或银盐的选择，实现了三种不同银-BINAP 催化剂的选择性生成。事实上，X 射线晶体学研究已被用于深入了解催化剂的结构。在对每种物质进行评估后，发现 1:1 (AgX.(R)-BINAP) 复合物是 O-选择性亚硝基醛醇反应中真正的活性物质。另一方面，对溶剂的系统调查表明，最佳的 2:1 (AgX.(R)-BINAP) 配合物是 N-选择性途径中的有效催化剂。因此，银-BINAP 催化剂的新生成方法和合成转化不仅为催化对映选择性亚硝基羟醛合成的发展领域提供了新的见解，而且为有效催化剂的设计提供了明确的指导。
• Processes for production of alpha-aminooxyketones and alpha-hydroxyketones
  申请人：Saito Susumu

  公开号：US20070055081A1

  公开（公告）日：2007-03-08

  The present invention provides a method for easily obtaining α-aminooxyketone compound which is a synthetic equivalent for monosaccharide and pentoses, and a equivalent of α-hydroxyketone compound that can be synthetic intermediates of various physiologically active materials, in high yield; to pave the way for the synthesis of monosaccharide and furthermore of oligosaccharide from the resulting α-hydroxyketone compound induced from α-aminooxyketone compound; and to open new possibilities for the synthesis of various sugar medicines such as anticancer agents, antithrombogenic agents, anti-viral agents, anti-HIV agents, inhibitors of cholesterol synthesis, verotoxin neutralizing agents. According to the invention, a carbonyl compound is allowed to react with a nitroso compound to produce an α-aminooxyketone compound using a catalyst containing a heterocyclic compound shown in the general formula (I) (wherein X1, X2 and X3 independently represent nitrogen, carbon, oxygen or sulfur; and Z represents a substituted or unsubstituted 5- to 10-membered ring).

  本发明提供了一种方法，以高产率轻松获得α-氨氧酮化合物，该化合物是单糖和戊糖的合成等效物，以及α-羟基酮化合物的等效物，可用作各种生理活性物质的合成中间体，为从α-氨氧酮化合物诱导的α-羟基酮化合物合成单糖并进一步合成寡糖铺平道路，并为合成各种糖类药物如抗癌剂、抗凝血剂、抗病毒剂、抗HIV剂、胆固醇合成抑制剂、痢疾毒素中和剂开辟新的可能性。根据本发明，允许羰基化合物与亚硝基化合物反应，使用包含在一般式（I）中的杂环化合物的催化剂（其中X1、X2和X3独立地表示氮、碳、氧或硫；Z表示取代或未取代的5至10元环）。
• PROCESSES FOR PRODUCTION OF ALPHA-AMINOOXYKETONES AND ALPHA-HYDROXYKETONES
  申请人：Japan Science and Technology Agency

  公开号：EP1717221A1

  公开（公告）日：2006-11-02

  The present invention is to provide a method for easily obtaining α-aminooxyketone compound which is a synthetic equivalent for monosaccharide and pentoses, and a equivalent of α-hydroxyketone compound that can be synthetic intermediates of various physiologically active materials, in high yield; to pave the way for the synthesis of monosaccharide and furthermore of oligosaccharide from the resulting α-hydroxyketone compound induced from α-aminooxyketone compound; and to open new possibilities for the synthesis of various sugar medicines such as anticancer agents, antithrombogenic agents, anti-HIV agents, inhibitors of cholesterol synthesis, verotoxin neutralizing agents. According to the invention, a carbonyl compound is allowed to react with a nitroso compound to produce an α-aminooxyketone compound using a catalyst containing a heterocyclic compound shown in the general formula (I) (wherein X1, X2 and X3 independently represent nitrogen, carbon, oxygen or sulfur; and Z represents a substituted or unsubstituted 5-to 10-membered ring).

  本发明的目的是提供一种方法，便于高产率地获得α-氨基氧酮化合物，它是单糖和戊糖的合成等价物，也是可作为各种生理活性物质合成中间体的α-羟基酮化合物的等价物；为从α-氨基酮化合物诱导出的α-羟基酮化合物合成单糖和寡糖铺平道路；为合成各种糖类药物，如抗癌剂、抗血栓形成剂、抗艾滋病毒剂、胆固醇合成抑制剂、verotoxin 中和剂等提供新的可能性。根据本发明，使用含有通式（I）所示杂环化合物（其中 X1、X2 和 X3 独立代表氮、碳、氧或硫；Z 代表取代或未取代的 5 至 10 元环）的催化剂，使羰基化合物与亚硝基化合物反应生成 α-氨基氧酮化合物。