3-(2-Hydroxy-1-methyl-butylamino)-5-methoxymethyl-cyclohex-2-enone | 500583-02-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-Hydroxy-1-methyl-butylamino)-5-methoxymethyl-cyclohex-2-enone
• 英文别名: 3-(3-Hydroxypentan-2-ylamino)-5-(methoxymethyl)cyclohex-2-en-1-one
• CAS: 500583-02-8
• 化学式: C₁₃H₂₃NO₃
• 分子量: 241.331
• InChiKey: LMEOHFKYCLJUOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-Hydroxy-1-methyl-butylamino)-5-methoxymethyl-cyclohex-2-enone 在 四(三苯基膦)钯 2-溴-1,3,5-三甲基苯 、 三溴化硼 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 3-ethyl-2-methyl-6-hydroxymethyl-4,5,6,7-tetrahydroindol-4-one
  参考文献：
  名称：

  New synthetic approaches to CNS drugs. A straightforward, efficient synthesis of tetrahydroindol-4-ones and tetrahydroquinolin-5-ones via palladium-catalyzed oxidation of hydroxyenaminones

  摘要：

  We have developed a facile and efficient synthesis of new conformationally restricted butyrophenones in the indole and quinoline series via palladium-catalyzed oxidation of hydroxyenaminones, and subsequent cyclization followed by spontaneous arornatization. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01901-9
• 作为产物：
  描述：

  戊烷-2,3-二酮 2-肟 在 lithium aluminium tetrahydride 、 molecular sieve 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 3-(2-Hydroxy-1-methyl-butylamino)-5-methoxymethyl-cyclohex-2-enone
  参考文献：
  名称：

  New synthetic approaches to CNS drugs. A straightforward, efficient synthesis of tetrahydroindol-4-ones and tetrahydroquinolin-5-ones via palladium-catalyzed oxidation of hydroxyenaminones

  摘要：

  We have developed a facile and efficient synthesis of new conformationally restricted butyrophenones in the indole and quinoline series via palladium-catalyzed oxidation of hydroxyenaminones, and subsequent cyclization followed by spontaneous arornatization. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01901-9

文献信息

• New synthetic approaches to CNS drugs. A straightforward, efficient synthesis of tetrahydroindol-4-ones and tetrahydroquinolin-5-ones via palladium-catalyzed oxidation of hydroxyenaminones
  作者：Beatriz Pita、Christian F. Masaguer、Enrique Raviña

  DOI：10.1016/s0040-4039(02)01901-9

  日期：2002.10

  We have developed a facile and efficient synthesis of new conformationally restricted butyrophenones in the indole and quinoline series via palladium-catalyzed oxidation of hydroxyenaminones, and subsequent cyclization followed by spontaneous arornatization. (C) 2002 Elsevier Science Ltd. All rights reserved.