3-O-(13-phenyl-3,6,9,12-tetraoxatridecyl)-sn-glycerol | 1616876-39-1

• 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: 3-O-(13-phenyl-3,6,9,12-tetraoxatridecyl)-sn-glycerol
• 英文别名: (2R)-3-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]propane-1,2-diol
• CAS: 1616876-39-1
• 化学式: C₁₈H₃₀O₇
• 分子量: 358.432
• InChiKey: YONVDDLNWAQSLY-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.62
• 重原子数：
  25.0
• 可旋转键数：
  17.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  86.61
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-O-(13-phenyl-3,6,9,12-tetraoxatridecyl)-sn-glycerol 在 4-二甲氨基吡啶 、 四氧化锇 、 sodium hydride 、 N-甲基吗啉氧化物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 丙酮 、 叔丁醇 为溶剂， 反应 38.25h， 生成 heptadecan-9-yl (R)-16-((8-(heptadecan-9-yloxy)-8-oxooctyl)oxy)-1-phenyl-2,5,8,11,14,18-hexaoxahexacosan-26-oate
  参考文献：
  名称：

  [EN] LIPIDIC COMPOUNDS, AND USES THEREOF
  [FR] COMPOSÉS LIPIDIQUES ET LEURS UTILISATIONS

  摘要：

  The disclosure relates to lipidic compounds of formula (I): A-(CH2)n-CX-B-Z-R1 (I) wherein R1 represents a lipophilic or hydrophobic tail-group, wherein R1 is an optionally substituted, branched, saturated or unsaturated, C10to C55hydrocarbon radical, and which hydrocarbon skeleton that is optionally interrupted by one or several atoms of oxygen or nitrogen and/or one or several moiety –(C=O)-,-O-(C=O)- or –(C=O)-O- and which one nitrogen atom, if present in the skeleton, can be linked, directly or not, to said Z radical; Z is a spacer arm; B represents O or NH; X is O or S; n is 0, 1, 2, 3, 4, 5 or 6; and A represents (i) R2R3N-, (ii) NR2R3-Alk-Y- in which Y is O or N, Alk is an alkylene moiety in C2to C6and R2 and R3 represent independently of each other a linear or branched (C1-C6) alkyl group, or (iii) a 4- to 8-membered saturated heterocyclic radical comprising 3 to 7 carbon atoms and 1 or 2 nitrogen atoms, said 4- to 8-membered saturated heterocyclic radical being linked to the rest of the molecule by a carbon atom or a nitrogen atom and being optionally substituted by 1 to 4 substituents, independently of each other, selected from a linear or branched (C1-C6) alkyl group; or one of its pharmaceutically acceptable salts thereof; and with said compound that is in all the possible racemic, enantiomeric and diastereoisomeric isomer forms.

  公开号：

  WO2023135305A1
• 作为产物：
  描述：

  1-苯基-2,5,8,11-三氧杂十三烷-13-甲基磺酸酯 在 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 36.5h， 生成 3-O-(13-phenyl-3,6,9,12-tetraoxatridecyl)-sn-glycerol
  参考文献：
  名称：

  [EN] LIPIDIC COMPOUNDS, AND USES THEREOF
  [FR] COMPOSÉS LIPIDIQUES ET LEURS UTILISATIONS

  摘要：

  The disclosure relates to lipidic compounds of formula (I): A-(CH2)n-CX-B-Z-R1 (I) wherein R1 represents a lipophilic or hydrophobic tail-group, wherein R1 is an optionally substituted, branched, saturated or unsaturated, C10to C55hydrocarbon radical, and which hydrocarbon skeleton that is optionally interrupted by one or several atoms of oxygen or nitrogen and/or one or several moiety –(C=O)-,-O-(C=O)- or –(C=O)-O- and which one nitrogen atom, if present in the skeleton, can be linked, directly or not, to said Z radical; Z is a spacer arm; B represents O or NH; X is O or S; n is 0, 1, 2, 3, 4, 5 or 6; and A represents (i) R2R3N-, (ii) NR2R3-Alk-Y- in which Y is O or N, Alk is an alkylene moiety in C2to C6and R2 and R3 represent independently of each other a linear or branched (C1-C6) alkyl group, or (iii) a 4- to 8-membered saturated heterocyclic radical comprising 3 to 7 carbon atoms and 1 or 2 nitrogen atoms, said 4- to 8-membered saturated heterocyclic radical being linked to the rest of the molecule by a carbon atom or a nitrogen atom and being optionally substituted by 1 to 4 substituents, independently of each other, selected from a linear or branched (C1-C6) alkyl group; or one of its pharmaceutically acceptable salts thereof; and with said compound that is in all the possible racemic, enantiomeric and diastereoisomeric isomer forms.

  公开号：

  WO2023135305A1

文献信息

• Propargylamine–isothiocyanate reaction: efficient conjugation chemistry in aqueous media
  作者：H. M.-F. Viart、T. S. Larsen、C. Tassone、T. L. Andresen、M. H. Clausen

  DOI：10.1039/c4cc00863d

  日期：——

  A coupling reaction between secondary propargyl amines and isothiocyanates in aqueous media is described. The reaction is high-yielding and affords cyclized products within 2-24 h. A functionalized ether lipid was synthesized in 8 steps, formulated as liposomes with POPC and conjugated to FITC under mild conditions using this method.

  描述了在水介质中仲炔丙基胺与异硫氰酸酯之间的偶联反应。该反应是高产率的，并在2-24小时内提供环化产物。通过8个步骤合成功能化的醚脂质，将其与POPC配制成脂质体，并使用该方法在温和条件下与FITC偶联。