3--1-(4-methoxyphenyl)-1-propanone | 98978-28-0

• 英文名称: 3--1-(4-methoxyphenyl)-1-propanone
• CAS: 98978-28-0
• 化学式: C₂₂H₂₃NO₂
• 分子量: 333.43
• InChiKey: QPXXOPLWNSEFLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3--1-(4-methoxyphenyl)-1-propanone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以88%的产率得到3--1-(4-methoxyphenyl)-1-propanol
  参考文献：
  名称：

  Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics

  摘要：

  Naftifine (1) is the first representative of the new antifungal allylamine derivatives. Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals. A tertiary allylamine function seems to be a prerequisite for activity against fungi. By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations. Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.

  DOI：

  10.1021/jm00151a019
• 作为产物：
  描述：

  (氯甲基)萘 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 3--1-(4-methoxyphenyl)-1-propanone
  参考文献：
  名称：

  Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics

  摘要：

  Naftifine (1) is the first representative of the new antifungal allylamine derivatives. Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals. A tertiary allylamine function seems to be a prerequisite for activity against fungi. By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations. Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.

  DOI：

  10.1021/jm00151a019

文献信息

• An Umpolung Strategy for the Synthesis of β-Aminoketones via Copper-Catalyzed Electrophilic Amination of Cyclopropanols
  作者：Zhishi Ye、Mingji Dai

  DOI：10.1021/acs.orglett.5b00828

  日期：2015.5.1

  A novel copper-catalyzed electrophilic amination of cyclopropanols with O-benzoyl-N,N-dialkylhydroxylamines to synthesize various β-aminoketones via a sequence that includes C–C bond cleavage and Csp3–N bond formation is reported. The reaction conditions are mild and tolerate a wide range of functional groups including benzoate, tosylate, expoxide, and α,β-unsaturated carbonyls, which are incompatible

  报道了一种新颖的铜催化的环丙醇与邻苯甲酰基-N，N-二烷基羟胺的亲电胺化反应，可通过包括C-C键断裂和C sp 3 -N键形成的序列合成各种β-氨基酮。反应条件温和，可耐受各种官能团，包括苯甲酸酯，甲苯磺酸酯，环氧化合物和α，β-不饱和羰基，它们在传统的胺亲核共轭物加成反应和曼尼希反应条件下不相容。还已经描述了该蛋白酚β-氨基酮合成方法的初步机理研究和提议的催化循环。