[(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl] octadecanoate | 55832-19-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl] octadecanoate
• CAS: 55832-19-4；64344-18-9
• 化学式: C₃₂H₅₄O₁₁
• 分子量: 614.774
• InChiKey: GQAGMRRDQDYRTJ-AIBPWPEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.87
• 重原子数：
  43.0
• 可旋转键数：
  22.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  140.73
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 生成 [(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl] octadecanoate
  参考文献：
  名称：

  JANSSON, KARL;AHLFORS, STEFAN;FREJD, TORBJORN;KIHLBERG, JAN;MAGNUSSON, GO+, J. ORG. CHEM., 53,(1988) N 24, C. 5629-5647

  摘要：

  DOI：

文献信息

• Nuclear magnetic resonance characterization of reaction products of interesterification of peracetylated α-d-glucopyranose and fatty acid methyl esters
  作者：Dzulkefly Kuang、Olobo J. Obaje、Anuar Kassim、Gwendoline C. L. Ee、Hamdan Suhaimi

  DOI：10.1007/s11746-000-0007-7

  日期：2000.1

  AbstractMono‐ and diesters of fatty acids of peracetylated α‐d‐glucopyranose were prepared by chemical interesterification. Substituent‐induced chemical shift effects on the carbonyl carbons rather than the ring carbons and proton atoms unambiguosly show the fatty acyl substituents to be at C1 in the monosubstituted, and at C1 and C6 in the disubstituted products. 1H nuclear magnetic resonance (NMR) integration data before and after interesterification complemented 13C chemical shift data in verifying the molecular structures. Empirical data from classical 1H and 13C NMR experiments thus provide a simple self‐contained method for determining the number and position of fatty acyl substituents, and the anomeric compositions of peracetylated glucose fatty esters.