(S,E)-4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-(tert-butyldimethylsilyloxy)-2-methylpent-2-enoic acid | 1160053-06-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (S,E)-4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-(tert-butyldimethylsilyloxy)-2-methylpent-2-enoic acid
• 英文别名: (E,4S)-5-[tert-butyl(dimethyl)silyl]oxy-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methylpent-2-enoic acid
• CAS: 1160053-06-4
• 化学式: C₂₇H₃₅NO₅Si
• 分子量: 481.664
• InChiKey: NZDVLGXDMFDQKE-DGDHUYAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.95
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S,E)-tert-butyldimethylsilyl-4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-(tertbutyldimethylsilyloxy)-2-methylpent-2-enoate 在 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 以660 mg的产率得到(S,E)-4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-(tert-butyldimethylsilyloxy)-2-methylpent-2-enoic acid
  参考文献：
  名称：

  Supported Synthesis of Oxoapratoxin A

  摘要：

  A new synthesis of an oxazoline analogue of apratoxin A has been performed using a solid support. The efficient synthesis of the polyketide part on gram scale and the serine vinylogue is described. The use of chlorotrityl resin allowed the construction of two linear precursors corresponding to two different cyclization sites. This study describes a facile synthesis of analogues for future SAR studies of this potent antitumor compound.

  DOI：

  10.1021/jo900583j

文献信息

• Supported Synthesis of Oxoapratoxin A
  作者：Arnaud Gilles、Jean Martinez、Florine Cavelier

  DOI：10.1021/jo900583j

  日期：2009.6.5

  A new synthesis of an oxazoline analogue of apratoxin A has been performed using a solid support. The efficient synthesis of the polyketide part on gram scale and the serine vinylogue is described. The use of chlorotrityl resin allowed the construction of two linear precursors corresponding to two different cyclization sites. This study describes a facile synthesis of analogues for future SAR studies of this potent antitumor compound.