methyl 6-O-undecenoyl-α-D-mannopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: methyl 6-O-undecenoyl-α-D-mannopyranoside
• 英文别名: [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl undec-10-enoate
• 化学式: C₁₈H₃₂O₇
• 分子量: 360.448
• InChiKey: NFGYZIQVOIYGNK-MWIANEHASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  S-undecylenoyl-p-nitrothiophenol 、 甲基-D-丙噻 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 12.0h， 以68%的产率得到methyl 6-O-undecenoyl-α-D-mannopyranoside
  参考文献：
  名称：

  A New Highly Regioselective Reaction of Unprotected Sugars for Chemical Synthesis of 6-Acyl-D-Glycopyranosides

  摘要：

  New methodologies developed to synthesize 6-acyl-D-glycopyranosides are described. Thus, regioselective acylation of non protectedglycopyranosides was performed using acyl-p-nitrothiophenol esters and acyl-2,4-dinitrophenol esters as the acylating reagents, yielding 6-acylated derivatives in high yields.

  DOI：

  10.1080/00397919508011779

文献信息

• A New Highly Regioselective Reaction of Unprotected Sugars for Chemical Synthesis of 6-Acyl-D-Glycopyranosides
  作者：Jie Xia、Yongzheng Hui

  DOI：10.1080/00397919508011779

  日期：1995.8

  New methodologies developed to synthesize 6-acyl-D-glycopyranosides are described. Thus, regioselective acylation of non protectedglycopyranosides was performed using acyl-p-nitrothiophenol esters and acyl-2,4-dinitrophenol esters as the acylating reagents, yielding 6-acylated derivatives in high yields.