(3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(3-iodo-phenyl)-azetidin-2-one | 253327-54-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(3-iodo-phenyl)-azetidin-2-one
• 英文别名: (3R,4S)-3-[tert-butyl(dimethyl)silyl]oxy-4-(3-iodophenyl)azetidin-2-one
• CAS: 253327-54-7
• 化学式: C₁₅H₂₂INO₂Si
• 分子量: 403.335
• InChiKey: VULGAJLXKSRRFI-QWHCGFSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(3-iodo-phenyl)-azetidin-2-one 在 4-二甲氨基吡啶 、 potassium tert-butylate 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Conformationally restricted paclitaxel analogues: Macrocyclic mimics of the “hydrophobic collapse” conformation

  摘要：

  Conformationally restricted macrocyclic analogues of paclitaxel were prepared, by connecting the 3'-phenyl group and the 2-benzoate moiety with two-atom tethers to mimic the "hydrophobic collapse" paclitaxel conformation. The analogues did not show activity in a tubulin assembly assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00522-3
• 作为产物：
  描述：

  1-(3-iodophenyl)-N-trimethylsilylmethanimine 、 Lithium; (Z)-2-(tert-butyl-dimethyl-silanyloxy)-1-{(1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy}-ethenolate 以 四氢呋喃 为溶剂， 以77%的产率得到(3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(3-iodo-phenyl)-azetidin-2-one
  参考文献：
  名称：

  Conformationally restricted paclitaxel analogues: Macrocyclic mimics of the “hydrophobic collapse” conformation

  摘要：

  Conformationally restricted macrocyclic analogues of paclitaxel were prepared, by connecting the 3'-phenyl group and the 2-benzoate moiety with two-atom tethers to mimic the "hydrophobic collapse" paclitaxel conformation. The analogues did not show activity in a tubulin assembly assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00522-3