[(2R)-1-[[(2S,3R,4E,8E)-1,3-dihydroxyoctadeca-4,8-dien-2-yl]amino]-1-oxodocosan-2-yl] acetate | 443921-70-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• 英文名称: [(2R)-1-[[(2S,3R,4E,8E)-1,3-dihydroxyoctadeca-4,8-dien-2-yl]amino]-1-oxodocosan-2-yl] acetate
• CAS: 443921-70-8
• 化学式: C₄₂H₇₉NO₅
• 分子量: 678.093
• InChiKey: HDXCLZNWMQMYBL-HRXYQXDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15
• 重原子数：
  48
• 可旋转键数：
  37
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(2R)-1-[[(2S,3R,4E,8E)-1,3-dihydroxyoctadeca-4,8-dien-2-yl]amino]-1-oxodocosan-2-yl] acetate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 以90%的产率得到(R)-2-Hydroxy-docosanoic acid ((3E,7E)-(1S,2R)-2-hydroxy-1-hydroxymethyl-heptadeca-3,7-dienyl)-amide
  参考文献：
  名称：

  Structure determination and synthesis of a new cerebroside isolated from the traditional Chinese medicine Typhonium giganteum Engl.

  摘要：

  A new cerebroside with C18-4,8-sphingadienine as the long chain base has been isolated from the traditional Chinese medicine Typhonium giganteum Enal., and its structure was determined by 2D NMR and MS methods. It was then synthesized using D-xylose and ascorbic acid as the chiral starting materials. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00583-x
• 作为产物：
  描述：

  (E)-(R)-2-Benzyloxy-docos-4-en-1-ol 在 palladium on activated charcoal 4-二甲氨基吡啶 、 重铬酸吡啶 、 环己烷 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 65.0h， 生成 [(2R)-1-[[(2S,3R,4E,8E)-1,3-dihydroxyoctadeca-4,8-dien-2-yl]amino]-1-oxodocosan-2-yl] acetate
  参考文献：
  名称：

  Structure determination and synthesis of a new cerebroside isolated from the traditional Chinese medicine Typhonium giganteum Engl.

  摘要：

  A new cerebroside with C18-4,8-sphingadienine as the long chain base has been isolated from the traditional Chinese medicine Typhonium giganteum Enal., and its structure was determined by 2D NMR and MS methods. It was then synthesized using D-xylose and ascorbic acid as the chiral starting materials. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00583-x

文献信息

• Structure determination and synthesis of a new cerebroside isolated from the traditional Chinese medicine Typhonium giganteum Engl.
  作者：Xuesong Chen、Yu-Lin Wu、Dihua Chen

  DOI：10.1016/s0040-4039(02)00583-x

  日期：2002.5

  A new cerebroside with C18-4,8-sphingadienine as the long chain base has been isolated from the traditional Chinese medicine Typhonium giganteum Enal., and its structure was determined by 2D NMR and MS methods. It was then synthesized using D-xylose and ascorbic acid as the chiral starting materials. (C) 2002 Elsevier Science Ltd. All rights reserved.