(3R,5R)-5-[4-[(2R)-2-[(1R)-1-hydroxyprop-2-enyl]pyrrolidin-1-yl]butyl]-3-methyloxolan-2-one | 1231765-71-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (3R,5R)-5-[4-[(2R)-2-[(1R)-1-hydroxyprop-2-enyl]pyrrolidin-1-yl]butyl]-3-methyloxolan-2-one
• CAS: 1231765-71-1
• 化学式: C₁₆H₂₇NO₃
• 分子量: 281.395
• InChiKey: VOPOVKMCVWDKDD-KBUPBQIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲基丙烯酸酐 、 (3R,5R)-5-[4-[(2R)-2-[(1R)-1-hydroxyprop-2-enyl]pyrrolidin-1-yl]butyl]-3-methyloxolan-2-one 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以71%的产率得到[(1R)-1-[(2R)-1-[4-[(2R,4R)-4-methyl-5-oxooxolan-2-yl]butyl]pyrrolidin-2-yl]prop-2-enyl] 2-methylprop-2-enoate
  参考文献：
  名称：

  Isolation and total syntheses of two new alkaloids, dubiusamines-A, and -B, from Pandanus dubius

  摘要：

  Chemical investigation of the crude base of Pandanus dubius led to the isolation of two new alkaloids, dubiusamine-A (1) and dubiusamine-B (2). The structures of the two alkaloids including their absolute configuration were unambiguously confirmed by 1D and 2D NMR analysis and asymmetric total synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.073
• 作为产物：
  描述：

  (1R)-1-[(2R)-pyrrolidin-2-yl]prop-2-en-1-ol 、 (3R,5R)-5-(4-iodobutyl)-3-methyloxolan-2-one 在 50 wtpercent Ag₂CO₃ on Celite 作用下， 以 乙腈 为溶剂， 反应 45.0h， 以65%的产率得到(3R,5R)-5-[4-[(2R)-2-[(1R)-1-hydroxyprop-2-enyl]pyrrolidin-1-yl]butyl]-3-methyloxolan-2-one
  参考文献：
  名称：

  Isolation and total syntheses of two new alkaloids, dubiusamines-A, and -B, from Pandanus dubius

  摘要：

  Chemical investigation of the crude base of Pandanus dubius led to the isolation of two new alkaloids, dubiusamine-A (1) and dubiusamine-B (2). The structures of the two alkaloids including their absolute configuration were unambiguously confirmed by 1D and 2D NMR analysis and asymmetric total synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.073

文献信息

• Isolation and total syntheses of two new alkaloids, dubiusamines-A, and -B, from Pandanus dubius
  作者：Mario A. Tan、Mariko Kitajima、Noriyuki Kogure、Maribel G. Nonato、Hiromitsu Takayama

  DOI：10.1016/j.tet.2010.02.073

  日期：2010.5

  Chemical investigation of the crude base of Pandanus dubius led to the isolation of two new alkaloids, dubiusamine-A (1) and dubiusamine-B (2). The structures of the two alkaloids including their absolute configuration were unambiguously confirmed by 1D and 2D NMR analysis and asymmetric total synthesis. (C) 2010 Elsevier Ltd. All rights reserved.