(2S,3S,4R)-2-amino-1,3,4-tri-O-benzyl-1,3,4-heptadecanetriol | 148289-61-6

• 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,3S,4R)-2-amino-1,3,4-tri-O-benzyl-1,3,4-heptadecanetriol
• 英文别名: (2S,3S,4R)-1,3,4-tris(phenylmethoxy)heptadecan-2-amine
• CAS: 148289-61-6
• 化学式: C₃₈H₅₅NO₃
• 分子量: 573.86
• InChiKey: WAXVGOIQNARMNO-VYSOZWTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  42
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  53.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R)-2-amino-1,3,4-tri-O-benzyl-1,3,4-heptadecanetriol 在 palladium on activated charcoal 氢气 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 四氢呋喃 、 丙醇 、 甲酸 为溶剂， 反应 65.0h， 生成 (2S,3S,4R)-N-<(R)-2-acetoxytetracosanoyl>-2-amino-1,3,4-heptadecanetriol
  参考文献：
  名称：

  Agelasphins, novel antitumor and immunostimulatory cerebrosides from the marine sponge Agelas mauritianus

  摘要：

  New glycosphingolipids, named agelasphins (1-8), have been isolated by antitumor and immunostimulatory bioassay-guided purification from an extract of a marine sponge, Agelas mauritianus. Strongly active agents in agelasphins had characteristic ol-galactosylceramide structures, the isolation of which from natural products has not previously been reported. The absolute configurations of agelasphins were elucidated by the total synthesis.

  DOI：

  10.1016/s0040-4020(01)86991-x
• 作为产物：
  描述：

  十二烷基三苯基溴化膦 在 palladium on activated charcoal 吡啶 、 正丁基锂 、 sodium azide 、 氢气 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 生成 (2S,3S,4R)-2-amino-1,3,4-tri-O-benzyl-1,3,4-heptadecanetriol
  参考文献：
  名称：

  Agelasphins, novel antitumor and immunostimulatory cerebrosides from the marine sponge Agelas mauritianus

  摘要：

  New glycosphingolipids, named agelasphins (1-8), have been isolated by antitumor and immunostimulatory bioassay-guided purification from an extract of a marine sponge, Agelas mauritianus. Strongly active agents in agelasphins had characteristic ol-galactosylceramide structures, the isolation of which from natural products has not previously been reported. The absolute configurations of agelasphins were elucidated by the total synthesis.

  DOI：

  10.1016/s0040-4020(01)86991-x

文献信息

• Agelasphins, novel antitumor and immunostimulatory cerebrosides from the marine sponge Agelas mauritianus
  作者：Takenori Natori、Masahiro Morita、Kohji Akimoto、Yasuhiko Koezuka

  DOI：10.1016/s0040-4020(01)86991-x

  日期：1994.2

  New glycosphingolipids, named agelasphins (1-8), have been isolated by antitumor and immunostimulatory bioassay-guided purification from an extract of a marine sponge, Agelas mauritianus. Strongly active agents in agelasphins had characteristic ol-galactosylceramide structures, the isolation of which from natural products has not previously been reported. The absolute configurations of agelasphins were elucidated by the total synthesis.