6-[tert-butyl(dimethyl)silyl]oxy-2-(2-phenylethyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-3-one | 367910-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-[tert-butyl(dimethyl)silyl]oxy-2-(2-phenylethyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-3-one
• CAS: 367910-98-3
• 化学式: C₂₂H₃₁NO₂Si
• 分子量: 369.579
• InChiKey: ILXUBKWBDSBBNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-甲氧基-2(1H)-吡啶酮 、 6-[tert-butyl(dimethyl)silyl]oxy-2-(2-phenylethyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-3-one 以 甲醇 为溶剂， 生成 (1R,4R,7R,8R,11R)-4-[tert-butyl(dimethyl)silyl]oxy-14-methoxy-12-(2-phenylethyl)-9,12-diazatetracyclo[5.4.2.28,11.02,6]pentadeca-2(6),14-diene-10,13-dione 、
  参考文献：
  名称：

  Diastereoselectivity during 2-pyridone photo-[4+4] cycloaddition. The tribenzylsilyl protecting group

  摘要：

  The use of a silyloxy group as a stereocontrol element on the most distant carbon of a pyrindinone during intermolecular [4+4] photocycloaddition was tested using silyl groups varying in size (tert-butyldimethylsilyl < triisopropylsilyl < tribenzylsilyl). The ratio of the diastereomeric products was proportional to the size of the silyl group, with the largest, tribenzylsilyl, giving the best ratio of 10:1. The expected stereochemistry was confirmed by X-ray crystallography. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00953-4
• 作为产物：
  描述：

  hepta-1,6-diyn-4-ol 在 CpCo(CO)3 作用下， 以 xylene 为溶剂， 生成 6-[tert-butyl(dimethyl)silyl]oxy-2-(2-phenylethyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-3-one
  参考文献：
  名称：

  Diastereoselectivity during 2-pyridone photo-[4+4] cycloaddition. The tribenzylsilyl protecting group

  摘要：

  The use of a silyloxy group as a stereocontrol element on the most distant carbon of a pyrindinone during intermolecular [4+4] photocycloaddition was tested using silyl groups varying in size (tert-butyldimethylsilyl < triisopropylsilyl < tribenzylsilyl). The ratio of the diastereomeric products was proportional to the size of the silyl group, with the largest, tribenzylsilyl, giving the best ratio of 10:1. The expected stereochemistry was confirmed by X-ray crystallography. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00953-4