(S)-4-[(E)-(R)-1-Hydroxy-13-(pyrene-1-sulfonylamino)-tridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester | 688008-70-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: (S)-4-[(E)-(R)-1-Hydroxy-13-(pyrene-1-sulfonylamino)-tridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS: 688008-70-0
• 化学式: C₃₉H₅₂N₂O₆S
• 分子量: 676.918
• InChiKey: HOIMJOOEWPUDQV-HXDOMVKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.66
• 重原子数：
  48.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  105.17
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-4-[(E)-(R)-1-Hydroxy-13-(pyrene-1-sulfonylamino)-tridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 生成 Pyrene-1-sulfonic acid ((E)-(13R,14S)-14-amino-13,15-dihydroxy-pentadec-11-enyl)-amide
  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)-1-Hydroxy-13-(pyrene-1-sulfonylamino)-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