(6R,7S)-6-[(9-phenylfluoren-9-yl)amino]spiro[5,6-dihydrocyclopenta[f][1,3]benzodioxole-7,7'-6H-[1,3]dioxolo[4,5-h]isochromene]-9'-one | 227286-93-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (6R,7S)-6-[(9-phenylfluoren-9-yl)amino]spiro[5,6-dihydrocyclopenta[f][1,3]benzodioxole-7,7'-6H-[1,3]dioxolo[4,5-h]isochromene]-9'-one
• CAS: 227286-93-3
• 化学式: C₃₈H₂₇NO₆
• 分子量: 593.635
• InChiKey: ZYNMICPEGDIAAJ-GOJCVTOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  45
• 可旋转键数：
  3
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (6R,7S)-6-[(9-phenylfluoren-9-yl)amino]spiro[5,6-dihydrocyclopenta[f][1,3]benzodioxole-7,7'-6H-[1,3]dioxolo[4,5-h]isochromene]-9'-one 在 sodium tetrahydroborate 、 二异丁基氢化铝 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 13-甲基-5,7,17,19,25-五氧杂-13-氮杂七环[12.10.1.01,12.02,10.04,8.015,23.016,20]二十五-2(10),3,8,15,20,22-己烯
  参考文献：
  名称：

  Enantiospecific synthesis of (+)-ribasine

  摘要：

  The alkaloid (+)-ribasine was synthesized by stereocontrolled addition of substituted alpha-lithium-o-toluate 6d to enantiomerically pure (R)-N-(9-phenylfluoren-9-yl)-2-amino-5,6-(methylenedioxy)indan-1-one [(+)-5]. Aminoindanone (+)-5 was prepared from amino acid (-)-15 obtained by diastereoselective alkylation of a chiral glycine enolate synthon. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00133-7
• 作为产物：
  描述：

  (R)-3-(9-phenylfluoren-9-yl)-4-<<(2-bromo-4,5-methylenedioxy)phenyl>methyl>oxazolidin-5-one 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.75h， 生成 (6R,7S)-6-[(9-phenylfluoren-9-yl)amino]spiro[5,6-dihydrocyclopenta[f][1,3]benzodioxole-7,7'-6H-[1,3]dioxolo[4,5-h]isochromene]-9'-one
  参考文献：
  名称：

  Enantiospecific synthesis of (+)-ribasine

  摘要：

  The alkaloid (+)-ribasine was synthesized by stereocontrolled addition of substituted alpha-lithium-o-toluate 6d to enantiomerically pure (R)-N-(9-phenylfluoren-9-yl)-2-amino-5,6-(methylenedioxy)indan-1-one [(+)-5]. Aminoindanone (+)-5 was prepared from amino acid (-)-15 obtained by diastereoselective alkylation of a chiral glycine enolate synthon. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00133-7

文献信息

• Enantiospecific synthesis of (+)-ribasine
  作者：Lourdes Ollero、Luis Castedo、Domingo Domínguez

  DOI：10.1016/s0040-4020(99)00133-7

  日期：1999.4

  The alkaloid (+)-ribasine was synthesized by stereocontrolled addition of substituted alpha-lithium-o-toluate 6d to enantiomerically pure (R)-N-(9-phenylfluoren-9-yl)-2-amino-5,6-(methylenedioxy)indan-1-one [(+)-5]. Aminoindanone (+)-5 was prepared from amino acid (-)-15 obtained by diastereoselective alkylation of a chiral glycine enolate synthon. (C) 1999 Elsevier Science Ltd. All rights reserved.