11-azido trieicos 1-ene | 160408-18-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 11-azido trieicos 1-ene
• 英文别名: 11-Azidotricos-1-ene
• CAS: 160408-18-4
• 化学式: C₂₃H₄₅N₃
• 分子量: 363.63
• InChiKey: LZJCPNQMQZAFLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  26
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11-azido trieicos 1-ene 在 lithium aluminium tetrahydride 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.25h， 生成 11-(N-1-tert-butyloxycarbonylglycylglycinamido) trieicos 1-ene
  参考文献：
  名称：

  Vesicles and other supramolecular systems from biocompatible synthetic glycolipids with hydrocarbon and/or fluorocarbon chains

  摘要：

  A series of double-tailed hydrocarbon and/or fluorocarbon glycolipids derived from galactose and glucose have been prepared. These compounds were obtained upon opening a lactono- and maltonolactone moiety by the amino group of either a glycine, glycylglycine or lysine residue. The carboxyl terminus of the glycyl and glycylglycine conjugates was further reacted with the appropriate double-tailed amine. In the case of lysine, the lactonamide conjugate was functionalized with a hydrocarbon and/or fluorocarbon fatty amine and acid, respectively. The ability of such glycolipids to disperse in water, the morphology of self-assemblies formed and the stability of the supramolecular structure obtained were shown to depend on the presence or absence and on the nature of the aminoacid spacer. Most of the compounds described were shown by conventional techniques (TEM, Cryo-TEM, LLS, etc.) to produce stable vesicular systems.

  DOI：

  10.1016/0009-3084(94)90099-x
• 作为产物：
  描述：

  10-十一烯醛 在 叠氮磷酸二苯酯 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.75h， 生成 11-azido trieicos 1-ene
  参考文献：
  名称：

  Vesicles and other supramolecular systems from biocompatible synthetic glycolipids with hydrocarbon and/or fluorocarbon chains

  摘要：

  A series of double-tailed hydrocarbon and/or fluorocarbon glycolipids derived from galactose and glucose have been prepared. These compounds were obtained upon opening a lactono- and maltonolactone moiety by the amino group of either a glycine, glycylglycine or lysine residue. The carboxyl terminus of the glycyl and glycylglycine conjugates was further reacted with the appropriate double-tailed amine. In the case of lysine, the lactonamide conjugate was functionalized with a hydrocarbon and/or fluorocarbon fatty amine and acid, respectively. The ability of such glycolipids to disperse in water, the morphology of self-assemblies formed and the stability of the supramolecular structure obtained were shown to depend on the presence or absence and on the nature of the aminoacid spacer. Most of the compounds described were shown by conventional techniques (TEM, Cryo-TEM, LLS, etc.) to produce stable vesicular systems.

  DOI：

  10.1016/0009-3084(94)90099-x

文献信息

• AMPHIPHILIC COMPOUNDS DERIVED FROM AMINO ACIDS OR PEPTIDES, THEIR METHODS OF SYNTHESIS AND THEIR APPLICATION AS DRUG DELIVERY SYSTEMS
  申请人：S.A. A.T.T.A. APPLICATIONS ET TRANSFERTS DE TECHNOLOGIES AVANCEES

  公开号：EP0655069A1

  公开（公告）日：1995-05-31
• US5446023A
  申请人：——

  公开号：US5446023A

  公开（公告）日：1995-08-29
• US5637564A
  申请人：——

  公开号：US5637564A

  公开（公告）日：1997-06-10
• US5650393A
  申请人：——

  公开号：US5650393A

  公开（公告）日：1997-07-22
• [EN] AMPHIPHILIC COMPOUNDS DERIVED FROM AMINO ACIDS OR PEPTIDES, THEIR METHODS OF SYNTHESIS AND THEIR APPLICATION AS DRUG DELIVERY SYSTEMS<br/>[FR] COMPOSES AMPHIPHILES DERIVES D'ACIDES AMINES OU DE PEPTIDES, LEURS PROCEDES DE SYNTHESE ET LEUR APPLICATION COMME SYSTEMES D'APPORT DE MEDICAMENT
  申请人：S.A. A.T.T.A. APPLICATIONS ET TRANSFERTS DE TECHNOLOGIES AVANCEES

  公开号：WO1994003468A1

  公开（公告）日：1994-02-17

  (EN) Amphiphilic derivatives of amino acids or peptides are provided, comprising a polyhydroxylated hydrophilic part derived from a sugar, from a polyol, from an aminopolyol or from an oligosaccharide, and at least one hydrophobic part derived from a hydrocarbon, fluorocarbon, or a mixed fluorocarbon/hydrocarbon, saturated or unsaturated, having from 5 to 20 carbon atoms, the hydrophobic part(s) being linked to the hydrophilic part by a junction bearing an amino acid or a peptide.(FR) L'invention concerne des dérivés amphiphiles d'acides aminés ou de peptides comprenant une partie hydrophile polyhydroxylée dérivée d'un sucre, d'un polyol, d'un aminopolyol ou d'un oligosaccharide, ainsi qu'au moins une partie hydrophobe dérivée d'un hydrocarbure, d'un fluorocarbure ou d'un mélange de fluorocarbure/hydrocarbure, saturé ou insaturé, présentant 5 à 20 atomes de carbone, la ou les parties hydrophobes étant liées à la partie hydrophile par une jonction portant un acide aminé ou un peptide.