(S)-4-((E)-(R)-13-Amino-1-hydroxy-tridec-2-enyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester | 688008-68-6

• 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: (S)-4-((E)-(R)-13-Amino-1-hydroxy-tridec-2-enyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS: 688008-68-6
• 化学式: C₂₃H₄₄N₂O₄
• 分子量: 412.613
• InChiKey: OHOUVOPYZUHFKU-JQTHLGOZSA-N

物化性质

• 沸点：
  513.6±40.0 °C(Predicted)
• 密度：
  1.010±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  29.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  85.02
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  丹酰氯 、 (S)-4-((E)-(R)-13-Amino-1-hydroxy-tridec-2-enyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-4-[(E)-(R)-13-(5-Dimethylamino-naphthalene-1-sulfonylamino)-1-hydroxy-tridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Fluorescence-labeled sphingosines as substrates of sphingosine kinases 1 and 2

  摘要：

  Fluorescently labeled D-erythro-sphingosines have been successfully synthesized in 9 and 12 steps starting from commercially available Garner aldehyde. Determining the influence of the nature, position and linkage of the label on the in vitro phosphorylation rate by sphingosine kinases 1 and 2 resulted in the identification of a pyrene- and a NBD-labeled sphingosine which are both phosphorylated with efficiency comparable to the natural substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.099
• 作为产物：
  描述：

  (S)-4-((E)-(R)-1-Acetoxy-13-hydroxy-tridec-2-enyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 在 sodium azide 、 水 、 sodium methylate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-4-((E)-(R)-13-Amino-1-hydroxy-tridec-2-enyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Fluorescence-labeled sphingosines as substrates of sphingosine kinases 1 and 2

  摘要：

  Fluorescently labeled D-erythro-sphingosines have been successfully synthesized in 9 and 12 steps starting from commercially available Garner aldehyde. Determining the influence of the nature, position and linkage of the label on the in vitro phosphorylation rate by sphingosine kinases 1 and 2 resulted in the identification of a pyrene- and a NBD-labeled sphingosine which are both phosphorylated with efficiency comparable to the natural substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.099