3-tert-butyl (4S)-4-[(1R)-1-hydroxydecyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate | 254434-40-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-tert-butyl (4S)-4-[(1R)-1-hydroxydecyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• 英文别名: tert-butyl (4S)-4-[(1R)-1-hydroxydecyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 254434-40-7
• 化学式: C₂₀H₃₉NO₄
• 分子量: 357.534
• InChiKey: JQHGFLAWYPGSPA-DLBZAZTESA-N

物化性质

• 沸点：
  441.4±30.0 °C(Predicted)
• 密度：
  0.988±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-tert-butyl (4S)-4-[(1R)-1-hydroxydecyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 在 二乙胺基三氟化硫 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 (2S,3S)-2-amino-3-fluoro-1-dodecanol
  参考文献：
  名称：

  De Jonghe, Steven; Van Overmeire, Ilse; Van Calenbergh, Serge, European Journal of Organic Chemistry, 2000, # 18, p. 3177 - 3183

  摘要：

  DOI：
• 作为产物：
  描述：

  tert-butyl (4S)-4-<(1R)-1-hydroxy-2-decynyl>-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 在 platinum on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以98%的产率得到3-tert-butyl (4S)-4-[(1R)-1-hydroxydecyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  Structure-activity relationship of short-chain sphingoid bases as inhibitors of sphingosine kinase

  摘要：

  Short-chain sphinganine analogues 8, 9, 18, and 19 as well as 3-fluoro-sphingosine analogues 25 and 26 were synthesized. Their potential as sphingosine kinase inhibitors was investigated, in combination with previously synthesized sphingosine and fluorinated sphinganine analogues. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00554-5

文献信息

• Structure-activity relationship of short-chain sphingoid bases as inhibitors of sphingosine kinase
  作者：Steven De Jonghe、Ilse Van Overmeire、Samantha Poulton、Chris Hendrix、Roger Busson、Serge Van Calenbergh、Denis De Keukeleire、Sarah Spiegel、Piet Herdewijn

  DOI：10.1016/s0960-894x(99)00554-5

  日期：1999.11

  Short-chain sphinganine analogues 8, 9, 18, and 19 as well as 3-fluoro-sphingosine analogues 25 and 26 were synthesized. Their potential as sphingosine kinase inhibitors was investigated, in combination with previously synthesized sphingosine and fluorinated sphinganine analogues. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Synthesis and apoptogenic activity of fluorinated ceramide and dihydroceramide analogues
  作者：Steven De Jonghe、Ilse Van Overmeire、Johan Gunst、André De Bruyn、Chris Hendrix、Serge Van Calenbergh、Roger Busson、Denis De Keukeleire、Jan Philippé、Piet Herdewijn

  DOI：10.1016/s0960-894x(99)00553-3

  日期：1999.11

  Short-chain 3-fluoro-(dihydro)ceramide analogues are synthesized from L-serine using diethylaminosulfur trifluoride (DAST) as fluorinating agent. The apoptogenic activity of these compounds was measured in three different cell lines and compared with their hydroxylated counterparts. (C) 1999 Elsevier Science Ltd. All rights reserved.
• De Jonghe, Steven; Van Overmeire, Ilse; Van Calenbergh, Serge, European Journal of Organic Chemistry, 2000, # 18, p. 3177 - 3183
  作者：De Jonghe, Steven、Van Overmeire, Ilse、Van Calenbergh, Serge、Hendrix, Chris、Busson, Roger、De Keukeleire, Denis、Herdewijn, Piet

  DOI：——

  日期：——