(E)-2-{(tert-butyldiphenylsilyl)oxycyclobutylidene}ethanol | 859793-21-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (E)-2-{(tert-butyldiphenylsilyl)oxycyclobutylidene}ethanol
• 英文别名: (2E)-2-[2-[tert-butyl(diphenyl)silyl]oxycyclobutylidene]ethanol
• CAS: 859793-21-8
• 化学式: C₂₂H₂₈O₂Si
• 分子量: 352.549
• InChiKey: TWLQESWGHVLIPE-FBMGVBCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-{(tert-butyldiphenylsilyl)oxycyclobutylidene}ethanol 在 吡啶 、 偶氮二甲酸二异丙酯 、 四丁基氟化铵 、 氨 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 168050.5h， 生成 (E)-1-[2-(2-hydroxy-ethylidene)-cyclobutyl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of new nucleoside analogues comprising a methylenecyclobutane unit

  摘要：

  Synthesis of eight nucleoside analogues 3-10 with a methylene cyclobutane unit is described. Wittig or Peterson reactions with protected 2-hydroxycyclobutanones 12 and 13 gave E- and Z-derivatives, respectively. After functional modifications the heterocyclic moieties were introduced via a Mitsunobu reaction either on the lateral chain or on the cycle. When adenine was used in this reaction only the N-9 substitution products were obtained. Removal of the protecting groups provided the target products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.023
• 作为产物：
  描述：

  (E)-2-{(tert-butyldiphenylsilyl)oxycyclobutylidene}ethyl acetate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 以87%的产率得到(E)-2-{(tert-butyldiphenylsilyl)oxycyclobutylidene}ethanol
  参考文献：
  名称：

  Synthesis of new nucleoside analogues comprising a methylenecyclobutane unit

  摘要：

  Synthesis of eight nucleoside analogues 3-10 with a methylene cyclobutane unit is described. Wittig or Peterson reactions with protected 2-hydroxycyclobutanones 12 and 13 gave E- and Z-derivatives, respectively. After functional modifications the heterocyclic moieties were introduced via a Mitsunobu reaction either on the lateral chain or on the cycle. When adenine was used in this reaction only the N-9 substitution products were obtained. Removal of the protecting groups provided the target products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.023