4-[(4R,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]butan-2-one | 677752-03-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[(4R,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]butan-2-one
• CAS: 677752-03-3
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: QTPDNWGQMLMVPX-DTWKUNHWSA-N

物化性质

• 沸点：
  238.3±15.0 °C(Predicted)
• 密度：
  0.945±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(4R,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]butan-2-one 在 正丁基锂 、 2,2,6,6-tetramethylpiperidinyl-lithium 、 氯化二乙基铝 、 碳酸氢钠 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 生成 tert-butyl-dimethyl-[[(4S,5R,9R)-2,2,4-trimethyl-8-methylidene-1,3-dioxaspiro[4.4]nonan-9-yl]oxy]silane
  参考文献：
  名称：

  Synthesis and structure of diastereomers of pentenocin B produced by Trichoderma hamatum FO-6903

  摘要：

  All diastereomers of pentenocin B, an inhibitor of interleukin-1beta converting enzyme produced by Trichoderma hamatum FO-6903, were synthesized in chiral forms starting from L-threonine. Absolute configurations of natural pentenocin B were clarified to be 4S, 5R, and 6R. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.120
• 作为产物：
  描述：

  (4S,5S)-2,3-acetonide-methyl butyrate 在 palladium on activated charcoal 氢气 、 二异丁基氢化铝 作用下， 以 二氯甲烷 、 乙酸乙酯 、 苯 为溶剂， 生成 4-[(4R,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]butan-2-one
  参考文献：
  名称：

  Synthesis and structure of diastereomers of pentenocin B produced by Trichoderma hamatum FO-6903

  摘要：

  All diastereomers of pentenocin B, an inhibitor of interleukin-1beta converting enzyme produced by Trichoderma hamatum FO-6903, were synthesized in chiral forms starting from L-threonine. Absolute configurations of natural pentenocin B were clarified to be 4S, 5R, and 6R. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.120

文献信息

• Synthesis and structure of diastereomers of pentenocin B produced by Trichoderma hamatum FO-6903
  作者：Susumu Ohira、Hiroyuki Fujiwara、Kiyomi Maeda、Masaharu Habara、Naomi Sakaedani、Megumi Akiyama、Atsuhito Kuboki

  DOI：10.1016/j.tetlet.2003.12.120

  日期：2004.2

  All diastereomers of pentenocin B, an inhibitor of interleukin-1beta converting enzyme produced by Trichoderma hamatum FO-6903, were synthesized in chiral forms starting from L-threonine. Absolute configurations of natural pentenocin B were clarified to be 4S, 5R, and 6R. (C) 2004 Elsevier Ltd. All rights reserved.