tert-butyl (2S,3R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-ethyl-2-[(2S)-5-oxooxolan-2-yl]pyrrolidine-1-carboxylate | 494836-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl (2S,3R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-ethyl-2-[(2S)-5-oxooxolan-2-yl]pyrrolidine-1-carboxylate
• CAS: 494836-26-9
• 化学式: C₃₂H₄₅NO₅Si
• 分子量: 551.798
• InChiKey: JPCHOYKQRDGUMP-JIDLEAGBSA-N

物化性质

• 沸点：
  608.9±51.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,3R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-ethyl-2-[(2S)-5-oxooxolan-2-yl]pyrrolidine-1-carboxylate 在 B-溴代邻苯二氧硼烷 、 叔丁基锂 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 生成 (1R,3S,6R,8S,8aS)-6-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-6-cyclohex-1-enylmethyl-1-ethyl-8-hydroxy-hexahydro-indolizin-5-one
  参考文献：
  名称：

  Targeting thrombin and factor VIIa: design, synthesis, and inhibitory activity of functionally relevant indolizidinones

  摘要：

  Guided by molecular modeling, docking experiments, and available X-ray crystal structure data on the serine protease Factor VIIa and thrombin, a series of indolizidinone derivatives was designed and synthesized having diverse functionality at the P-1, P-2, and P-3 sites. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00612-1
• 作为产物：
  描述：

  (S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 三氟化硼乙醚 、 氢气 、 二异丁基氢化铝 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 、 甲苯 为溶剂， -78.0 ℃ 、101.33 kPa 条件下， 生成 tert-butyl (2S,3R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-ethyl-2-[(2S)-5-oxooxolan-2-yl]pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Targeting thrombin and factor VIIa: design, synthesis, and inhibitory activity of functionally relevant indolizidinones

  摘要：

  Guided by molecular modeling, docking experiments, and available X-ray crystal structure data on the serine protease Factor VIIa and thrombin, a series of indolizidinone derivatives was designed and synthesized having diverse functionality at the P-1, P-2, and P-3 sites. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00612-1

文献信息

• Targeting thrombin and factor VIIa: design, synthesis, and inhibitory activity of functionally relevant indolizidinones
  作者：Stephen Hanessian、Eric Therrien、Kenneth Granberg、Ingemar Nilsson

  DOI：10.1016/s0960-894x(02)00612-1

  日期：2002.10

  Guided by molecular modeling, docking experiments, and available X-ray crystal structure data on the serine protease Factor VIIa and thrombin, a series of indolizidinone derivatives was designed and synthesized having diverse functionality at the P-1, P-2, and P-3 sites. (C) 2002 Elsevier Science Ltd. All rights reserved.