N-Boc-(2S)-2-amino-3-oxo-pent-4-en-1-ol | 905266-76-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-Boc-(2S)-2-amino-3-oxo-pent-4-en-1-ol
• 英文别名: tert-butyl N-[(2S)-1-hydroxy-3-oxopent-4-en-2-yl]carbamate
• CAS: 905266-76-4
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: TYHBIJJMQWISEX-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-Boc-(2S)-2-amino-3-oxo-pent-4-en-1-ol 在 lithium tri-t-butoxyaluminum hydride 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以90%的产率得到tert-butyl ((2S,3R)-1,3-dihydroxypent-4-en-2-yl)carbamate
  参考文献：
  名称：

  Sphingosine and clavaminol H derivatives bearing fluorinated chains and their cytotoxic activity

  摘要：

  Microwave induced cross-metathesis of perfluoroalkylated propenes with a substituted allyl alcohol is a simple and straightforward method for the synthesis of sphingosine derivatives possessing perfluoroalkyl chains. One of the prepared compounds was converted into the fluorinated clavaminol H derivative and its deacetylated congener. Selected compounds were subjected to preliminary testing for cytotoxic activity on several cancer cell lines. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.06.005
• 作为产物：
  描述：

  BOC-L-丝氨酸 、 乙烯基溴化镁 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.25h， 以40%的产率得到N-Boc-(2S)-2-amino-3-oxo-pent-4-en-1-ol
  参考文献：
  名称：

  Sphingosine and clavaminol H derivatives bearing fluorinated chains and their cytotoxic activity

  摘要：

  Microwave induced cross-metathesis of perfluoroalkylated propenes with a substituted allyl alcohol is a simple and straightforward method for the synthesis of sphingosine derivatives possessing perfluoroalkyl chains. One of the prepared compounds was converted into the fluorinated clavaminol H derivative and its deacetylated congener. Selected compounds were subjected to preliminary testing for cytotoxic activity on several cancer cell lines. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.06.005

文献信息

• Sphingosine and clavaminol H derivatives bearing fluorinated chains and their cytotoxic activity
  作者：Eva Prchalová、Ivan Votruba、Martin Kotora

  DOI：10.1016/j.jfluchem.2012.06.005

  日期：2012.9

  Microwave induced cross-metathesis of perfluoroalkylated propenes with a substituted allyl alcohol is a simple and straightforward method for the synthesis of sphingosine derivatives possessing perfluoroalkyl chains. One of the prepared compounds was converted into the fluorinated clavaminol H derivative and its deacetylated congener. Selected compounds were subjected to preliminary testing for cytotoxic activity on several cancer cell lines. (C) 2012 Elsevier B.V. All rights reserved.