[(E,2S,3R)-2-(hexanoylamino)-3-hydroxydec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate | 193810-52-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [(E,2S,3R)-2-(hexanoylamino)-3-hydroxydec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 193810-52-5
• 化学式: C₂₁H₄₃N₂O₆P
• 分子量: 450.556
• InChiKey: XVUOEYGVFVFEDQ-FGXJKGHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  30
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Hexanoic acid [(E)-(1S,2R)-1-hydroxymethyl-2-(tetrahydro-pyran-2-yloxy)-non-3-enyl]-amide 在 4-二甲氨基吡啶 、 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 [(E,2S,3R)-2-(hexanoylamino)-3-hydroxydec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
  参考文献：
  名称：

  An efficient synthesis of short-chain sphingomyelin analogs and their susceptibility to hydrolysis catalyzed by sphingomyelinase

  摘要：

  An efficient synthesis of (D)-erythro-sphingomyelin analogs was achieved via highly stereoselective reduction of 3-benzyl-4-(alkynyloxo)-oxazolidinone with diisobutylaluminum phenoxide reagent. The initial velocities of the hydrolysis of the (D)-erythro-derivatives catalyzed by B. cereus sphingomyelinase were more than 10 times faster than those of the (D)-threo-isomers. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00298-9

文献信息

• An efficient synthesis of short-chain sphingomyelin analogs and their susceptibility to hydrolysis catalyzed by sphingomyelinase
  作者：Masahiro Murakami、Seiji Iwama、Shinobu Fujii、Kiyoshi Ikeda、Shigeo Katsumura

  DOI：10.1016/s0960-894x(97)00298-9

  日期：1997.7

  An efficient synthesis of (D)-erythro-sphingomyelin analogs was achieved via highly stereoselective reduction of 3-benzyl-4-(alkynyloxo)-oxazolidinone with diisobutylaluminum phenoxide reagent. The initial velocities of the hydrolysis of the (D)-erythro-derivatives catalyzed by B. cereus sphingomyelinase were more than 10 times faster than those of the (D)-threo-isomers. (C) 1997 Elsevier Science Ltd.