(R)-(+)-α-(2-hydroxy-3-methoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanone | 175553-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (R)-(+)-α-(2-hydroxy-3-methoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanone
• 英文别名: (+)-α-(2-hydroxy-3-methoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidine methanol；2-[(R)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]-hydroxymethyl]-6-methoxyphenol
• CAS: 175553-29-4
• 化学式: C₂₁H₂₆FNO₃
• 分子量: 359.441
• InChiKey: YZSZRLIFPOCHSK-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-(+)-α-(2-hydroxy-3-methoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanone 、 碘甲烷 在 氢氧化钾 作用下， 以 六甲基磷酰三胺 、 二氯甲烷 为溶剂， 反应 0.17h， 以72%的产率得到(R)-(+)-alpha-(2,3-二甲氧基苯基)-1-[2-(4-氟-苯基)乙基]-4-哌啶甲醇
  参考文献：
  名称：

  Mathis; Mahmood; Huang, Medicinal Chemistry Research, 1996, vol. 6, # 1, p. 1 - 10

  摘要：

  DOI：
• 作为产物：
  描述：

  (R)-(+)-alpha-(2,3-二甲氧基苯基)-1-[2-(4-氟-苯基)乙基]-4-哌啶甲醇 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以65%的产率得到(R)-(+)-α-(2-hydroxy-3-methoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanone
  参考文献：
  名称：

  An efficient synthesis of the precursors of [11C]MDL 100907 labeled in two specific positions

  摘要：

  An efficient, integrated route for the synthesis of two precursors of [C-11]MDL 100907 labeled in the 2'- or 3'-methoxy position is reported. The synthesis involved a one-pot, two-step process to transform the intermediate esters to ketones and subsequent resolution of the racemic alcohols to their respective enantiomers. The resolved, enantiomerically pure phenol precursors were reacted with high specific activity [C-11]methyl iodide to produce [C-11]MDL 100907 labeled in two specific positions.

  DOI：

  10.1002/(sici)1099-1344(199910)42:10<949::aid-jlcr253>3.0.co;2-s

文献信息

• Mathis; Mahmood; Huang, Medicinal Chemistry Research, 1996, vol. 6, # 1, p. 1 - 10
  作者：Mathis、Mahmood、Huang、Simpson、Gerdes、Price

  DOI：——

  日期：——
• An efficient synthesis of the precursors of [11C]MDL 100907 labeled in two specific positions
  作者：Yiyun Huang、Khalid Mahmood、Chester A. Mathis

  DOI：10.1002/(sici)1099-1344(199910)42:10<949::aid-jlcr253>3.0.co;2-s

  日期：1999.10

  An efficient, integrated route for the synthesis of two precursors of [C-11]MDL 100907 labeled in the 2'- or 3'-methoxy position is reported. The synthesis involved a one-pot, two-step process to transform the intermediate esters to ketones and subsequent resolution of the racemic alcohols to their respective enantiomers. The resolved, enantiomerically pure phenol precursors were reacted with high specific activity [C-11]methyl iodide to produce [C-11]MDL 100907 labeled in two specific positions.