3-Hydroxy-3-phenyl-pentan-2-on | 20895-62-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Hydroxy-3-phenyl-pentan-2-on
• 英文别名: 3-Hydroxy-3-phenylpentan-2-one
• CAS: 20895-62-9
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: HNGVETQUKUGWHK-UHFFFAOYSA-N

物化性质

• 沸点：
  283.4±20.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Hydroxy-3-phenyl-pentan-2-on 在 lithium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 5-乙基-4-氧代-5-苯基呋喃-2-羧酸
  参考文献：
  名称：

  Analogues of Acifran:  Agonists of the High and Low Affinity Niacin Receptors, GPR109a and GPR109b

  摘要：

  Recently identified GPCRs, GPR109a and GPR109b, the high and low affinity receptors for niacin, may represent good targets for the development of HDL elevating drugs for the treatment of atherosclerosis. Acifran, an agonist of both receptors, has been tested in human subjects, yet until recently very few analogs had been reported. We describe a series of acifran analogs prepared using newly developed synthetic pathways and evaluated as agonists for GPR109a and GPR109b, resulting in identification of compounds with improved activity at these receptors.

  DOI：

  10.1021/jm070022x
• 作为产物：
  描述：

  3-phenyl-1-pentyn-3-ol 在 硫酸 、 mercury(II) oxide 作用下， 生成 3-Hydroxy-3-phenyl-pentan-2-on
  参考文献：
  名称：

  Analogues of Acifran:  Agonists of the High and Low Affinity Niacin Receptors, GPR109a and GPR109b

  摘要：

  Recently identified GPCRs, GPR109a and GPR109b, the high and low affinity receptors for niacin, may represent good targets for the development of HDL elevating drugs for the treatment of atherosclerosis. Acifran, an agonist of both receptors, has been tested in human subjects, yet until recently very few analogs had been reported. We describe a series of acifran analogs prepared using newly developed synthetic pathways and evaluated as agonists for GPR109a and GPR109b, resulting in identification of compounds with improved activity at these receptors.

  DOI：

  10.1021/jm070022x

文献信息

• Electroreductive Acylation of Aromatic Ketones with Acylimidazoles
  作者：Naoki Kise、Syun Agui、Shinji Morimoto、Nasuo Ueda

  DOI：10.1021/jo051498w

  日期：2005.11.1

  The intermolecular reductive coupling of aromatic ketones with acylimidazoles was effected by electroreduction in the presence of chlorotrimethylsilane and gave α-trimethylsiloxy ketones and esters. The best result was obtained using Bu4NPF6 as a supporting electrolyte and a Pb cathode in THF. The α-trimethylsiloxy-containing products were transformed to the corresponding α-hydroxy ketones and esters

  在氯代三甲基硅烷的存在下，通过电还原作用实现芳族酮与酰基咪唑的分子间还原偶联，得到α-三甲基甲硅烷氧基酮和酯。使用Bu 4 NPF 6作为支持电解质和THF中的Pb阴极可获得最佳结果。通过在THF中用TBAF处理，将含α-三甲基甲硅烷氧基的产物转化为相应的α-羟基酮和酯。该方法对于δ-和ε-酮基酰基咪唑的分子内还原偶联也是有效的。
• Metal-Catalyzed Enantioselective α-Ketol Rearrangements
  作者：Henri Brunner、Frank Stöhr

  DOI：10.1002/1099-0690(200008)2000:15<2777::aid-ejoc2777>3.0.co;2-0

  日期：2000.8

  NiII/ligand/substrate ratio of 1:2:100. The equilibrium composition of the model system 1/2 is 12.5:87:5. The conversion of the achiral substrates 1 and 3 into the chiral products 2 and 4 can be used for kinetic resolution. However, the reverse reactions 2 1 and 4 3 in the equilibrations narrow the window for asymmetric induction with enantioselective catalysts of the metal component/optically active ligand type. In

  在催化量的过渡金属配合物的促进下，叔 α-羟基酮 1、3、5/6 进行 α-酮醇重排，以提供具有碳骨架重组的异构体的平衡混合物。催化异构化的金属配合物范围很广；使用催化剂体系 NiCl2/TMEDA、Ni(acac)2 和 Ni(acac)2/TMEDA（TMEDA = N,N,N',N'-四甲基-1,2-二氨基乙烷）获得了最好的结果。催化重排在 130°C 下在无溶剂条件下进行，NiII/配体/底物的比例为 1:2:100。模型系统 1/2 的平衡组成为 12.5:87:5。非手性底物 1 和 3 向手性产物 2 和 4 的转化可用于动力学拆分。然而，平衡中的逆反应 2 1 和 4 3 缩小了使用金属组分/光学活性配体类型的对映选择性催化剂进行不对称诱导的窗口。在系统 1 中，催化剂系统 NiCl2/pybox [18.9% (S)-2] 和 Ni(acac)2/pybox [19.3%
• Rhodium-catalyzed addition of arylstannanes to carbon–heteroatom double bond
  作者：Shuichi Oi、Mitsutoshi Moro、Hiroe Fukuhara、Takanori Kawanishi、Yoshio Inoue

  DOI：10.1016/s0040-4020(03)00586-6

  日期：2003.6

  The addition of arylstannanes to the carbon–heteroatom double bond in the presence of a catalytic amount of a cationic rhodium complex ([Rh(cod)(MeCN)2]BF4) was examined. The reactions of aldehydes, α-dicarbonyl compounds, and N-substituted aldimines with the arylstannanes gave corresponding alcohols, α-hydroxy carbonyl compounds, and amines, respectively. An arylrhodium complex generated by the transmetalation

  研究了在催化量的阳离子铑配合物（[Rh（cod）（MeCN）2 ] BF 4）存在下，向碳-杂原子双键中添加了芳基锡烷。醛，α-二羰基化合物和N-取代的亚胺与芳基锡烷的反应分别得到相应的醇，α-羟基羰基化合物和胺。通过芳基锡烷的重金属化反应生成的芳基铑络合物可能是活性催化物质。
• CHEMICALLY AMPLIFIED RESIST MATERIAL, PATTERN-FORMING METHOD, COMPOUND, AND PRODUCTION METHOD OF COMPOUND
  申请人：OSAKA UNIVERSITY

  公开号：EP3133444A1

  公开（公告）日：2017-02-22

  A chemically amplified resist material of the present invention is used in a process including: patternwise exposing a predetermined region of resist material film to ionizing radiation or nonionizing radiation; floodwise exposing the resist material film patternwise exposed to nonionizing radiation; baking the resist material film floodwise exposed; and developing resist material film to form a resist pattern, the chemically amplified resist material containing: (1) base component; and (2) a component that is capable of generating a radiation-sensitive sensitizer and an acid upon an exposure, wherein the component (2) contains, among (a) a radiation-sensitive acid-and-sensitizer generating agent, (b) a radiation-sensitive sensitizer generating agent, and (c) a radiation-sensitive acid generating agent: the components (a) and (b); the components (b) and (c); or all of the components (a) to (c), and wherein the component (b) contains a compound represented by formula (A).

  本发明的一种化学放大抗蚀剂材料用于一种工艺中，该工艺包括：将抗蚀剂材料薄膜的预定区域图案化暴露于电离辐射或非电离辐射中；将抗蚀剂材料薄膜图案化暴露于非电离辐射中；烘烤被图案化暴露的抗蚀剂材料薄膜；显影抗蚀剂材料薄膜以形成抗蚀剂图案，该化学放大抗蚀剂材料包含：(1)碱成分；和(2)能在曝光时生成辐射敏感敏化剂和酸的成分，其中成分(2)包含(a)辐射敏感酸和敏化剂生成剂，(b)辐射敏感敏化剂生成剂，和(c)辐射敏感酸生成剂：组分 (a) 和 (b)；组分 (b) 和 (c)；或组分 (a) 至 (c) 的全部，其中组分 (b) 包含式 (A) 所代表的化合物。
• Davis,B.R. et al., Journal of the Chemical Society. Perkin transactions I, 1979, p. 2820 - 2826
  作者：Davis,B.R. et al.

  DOI：——

  日期：——