dimethyl (3R,6S,7S)-7-[(1S,2S)-2-amino-3-(4-methoxyphenyl)-1-phenylmethoxypropyl]-6-phenylmethoxyspiro[2.5]octane-2,2-dicarboxylate | 1111780-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl (3R,6S,7S)-7-[(1S,2S)-2-amino-3-(4-methoxyphenyl)-1-phenylmethoxypropyl]-6-phenylmethoxyspiro[2.5]octane-2,2-dicarboxylate
• CAS: 1111780-16-5
• 化学式: C₃₆H₄₃NO₇
• 分子量: 601.74
• InChiKey: IKPZTACAWMUGKJ-HAVNOEEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  44
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 dimethyl (3R,6S,7S)-7-[(1S,2S)-2-amino-3-(4-methoxyphenyl)-1-phenylmethoxypropyl]-6-phenylmethoxyspiro[2.5]octane-2,2-dicarboxylate 在 ytterbium(III) triflate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.5h， 以72 mg的产率得到dimethyl (1S,6S,7S,8S,9S)-6-[(4-methoxyphenyl)methyl]-7,9-bis(phenylmethoxy)-5-azatricyclo[6.3.1.01,5]dodecane-3,3-dicarboxylate
  参考文献：
  名称：

  Total Synthesis of FR901483

  摘要：

  The architecturally sophisticated skeleton of the immunosuppressive alkaloid FR901483 was assembled via a process relying on the reaction of an in situ generated imine with a suitably disposed donor-acceptor cyclopropane. A short sequence of functional group transformations provided the natural product in an efficient manner.

  DOI：

  10.1021/ol802870c
• 作为产物：
  描述：

  dimethyl (3R,5S,6S)-6-(benzyloxy)-5-((1S,2S)-1-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propyl)spiro[2.5]octane-1,1-dicarboxylate 在 三氟乙酸 作用下， 反应 0.17h， 生成 dimethyl (3R,6S,7S)-7-[(1S,2S)-2-amino-3-(4-methoxyphenyl)-1-phenylmethoxypropyl]-6-phenylmethoxyspiro[2.5]octane-2,2-dicarboxylate
  参考文献：
  名称：

  Total Synthesis of FR901483

  摘要：

  The architecturally sophisticated skeleton of the immunosuppressive alkaloid FR901483 was assembled via a process relying on the reaction of an in situ generated imine with a suitably disposed donor-acceptor cyclopropane. A short sequence of functional group transformations provided the natural product in an efficient manner.

  DOI：

  10.1021/ol802870c

文献信息

• Total Synthesis of FR901483
  作者：Cheryl A. Carson、Michael A. Kerr

  DOI：10.1021/ol802870c

  日期：2009.2.5

  The architecturally sophisticated skeleton of the immunosuppressive alkaloid FR901483 was assembled via a process relying on the reaction of an in situ generated imine with a suitably disposed donor-acceptor cyclopropane. A short sequence of functional group transformations provided the natural product in an efficient manner.