1-[2-[(1R,2R)-2-pyrrolidin-1-ylcyclohexyl]oxynaphthalen-1-yl]naphthalen-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[2-[(1R,2R)-2-pyrrolidin-1-ylcyclohexyl]oxynaphthalen-1-yl]naphthalen-2-ol
• 化学式: C₃₀H₃₁NO₂
• 分子量: 437.582
• InChiKey: UQROZQCVWTWBSE-XNMGPUDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  对甲砜基甲苯 、 1-[2-[(1R,2R)-2-pyrrolidin-1-ylcyclohexyl]oxynaphthalen-1-yl]naphthalen-2-ol 在 ammonium hydroxide 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 1-[(1R,2R)-2-[1-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]oxycyclohexyl]pyrrolidine
  参考文献：
  名称：

  Synthesis of new chiral amino ether derivatives: synthetic application of meso aziridinium ions prepared from β-amino alcohols

  摘要：

  Methods of synthesis of new chiral amino ether derivatives through the opening of aziridinium ions, prepared in situ using trans-(+/-)-2-(1-N,N-dialkylamino)cyclohexyl mesylate with (R)-(+)-1,1'-bi-2-naphthol, are described. The (R,R,R)-diastereomer was obtained as the major product and isolated as an enantiopure salt, and characterized by single crystal X-ray analysis. The C-2-chiral (R,R,R,R,R)-diamino ether was obtained as the major product by opening of the aziridinium ion, prepared using trans-(+/-)-2-(1-pyrrolidino)cyclohexyl mesylate and (R)-(+)-1,1'-bi-2-naphthol in the presence of aq NaOH. This was also characterized by single crystal X-ray analysis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.10.026

文献信息

• Synthesis of new chiral amino ether derivatives: synthetic application of meso aziridinium ions prepared from β-amino alcohols
  作者：Mariappan Periasamy、Muthu Seenivasaperumal、Vutukuri Dharma Rao

  DOI：10.1016/j.tetasy.2004.10.026

  日期：2004.12

  Methods of synthesis of new chiral amino ether derivatives through the opening of aziridinium ions, prepared in situ using trans-(+/-)-2-(1-N,N-dialkylamino)cyclohexyl mesylate with (R)-(+)-1,1'-bi-2-naphthol, are described. The (R,R,R)-diastereomer was obtained as the major product and isolated as an enantiopure salt, and characterized by single crystal X-ray analysis. The C-2-chiral (R,R,R,R,R)-diamino ether was obtained as the major product by opening of the aziridinium ion, prepared using trans-(+/-)-2-(1-pyrrolidino)cyclohexyl mesylate and (R)-(+)-1,1'-bi-2-naphthol in the presence of aq NaOH. This was also characterized by single crystal X-ray analysis. (C) 2004 Elsevier Ltd. All rights reserved.