2-anilinooxy-3,4-dihydro-2H-naphthalen-1-one | 1041469-64-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-anilinooxy-3,4-dihydro-2H-naphthalen-1-one
• CAS: 1041469-64-0；545376-62-3；1221686-95-8
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: AQFWMWJJAUHVDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 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-((3,4-dihydronaphthalen-1-yl)oxy)-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92%的产率得到2-anilinooxy-3,4-dihydro-2H-naphthalen-1-one
  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

• 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。
• Catalytic Enantioselective Synthesis of α-Aminooxy and α-Hydroxy Ketone Using Nitrosobenzene
  作者：Norie Momiyama、Hisashi Yamamoto

  DOI：10.1021/ja0298702

  日期：2003.5.1

  The highly enantioselective and O-selective nitroso aldol reaction of tin enolates 2 and nitrosobenzene (1) has been developed with the use of (R)-BINAP-silver complexes as a catalyst. After the various silver salts were surveyed, the AgOTf and the AgClO4 complex were found to be optimal in the O-selective nitroso aldol reaction in both asymmetric induction (up to 97% ee) and regioselection (O/N = >99/1), affording aminooxy ketone 3. The product 3 can be transformed to alpha-hydroxy ketone 5 without any loss of enantioselectivity. Thus, the method provides an efficient approach to the catalytic enantioselective introduction of oxygen alpha- to the carbonyl group.