(2S,3R)-2-amino-3-phenylmethoxynonan-1-ol | 872356-84-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,3R)-2-amino-3-phenylmethoxynonan-1-ol
• CAS: 872356-84-8
• 化学式: C₁₆H₂₇NO₂
• 分子量: 265.396
• InChiKey: UXZRWQMBJKFWAN-JKSUJKDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,3R)-2-amino-3-phenylmethoxynonan-1-ol 、 p-nitrophenyl icosanoate 以65%的产率得到
  参考文献：
  名称：

  Synthesis and evaluation of an acyl-chain unsaturated analog of the Th2 biasing, immunostimulatory glycolipid, OCH

  摘要：

  An alpha-galactosyl ceramide (alpha-GalCer) 2 was synthesized and evaluated for its ability to stimulate iNKTcell proliferation and elicit T-helper cytokines, IL-4 and IFN gamma. Compound 2 combines the acyl chain of the potent, Th2 biasing alpha-GalCer 1 with a sphingoid base of the same length as that found in OCH, which also exhibits Th2 skewing, Such complementation may enhance cytokine bias, which is thought to be important for therapeutic applications of iNKT cell stimulation. Two related alpha-GalCers, 3 and 4, with saturated acyl chains were prepared for comparison. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.042
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 水 为溶剂， 以55%的产率得到(2S,3R)-2-amino-3-phenylmethoxynonan-1-ol
  参考文献：
  名称：

  Synthesis and evaluation of an acyl-chain unsaturated analog of the Th2 biasing, immunostimulatory glycolipid, OCH

  摘要：

  An alpha-galactosyl ceramide (alpha-GalCer) 2 was synthesized and evaluated for its ability to stimulate iNKTcell proliferation and elicit T-helper cytokines, IL-4 and IFN gamma. Compound 2 combines the acyl chain of the potent, Th2 biasing alpha-GalCer 1 with a sphingoid base of the same length as that found in OCH, which also exhibits Th2 skewing, Such complementation may enhance cytokine bias, which is thought to be important for therapeutic applications of iNKT cell stimulation. Two related alpha-GalCers, 3 and 4, with saturated acyl chains were prepared for comparison. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.042