6-O-Stearoyl-methyl-β-D-glucopyranosid | 20771-13-5

• 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: 6-O-Stearoyl-methyl-β-D-glucopyranosid
• 英文别名: Methyl 6-stearoyl-beta-D-glucopyranoside；[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl octadecanoate
• CAS: 20771-13-5
• 化学式: C₂₅H₄₈O₇
• 分子量: 460.652
• InChiKey: WQAXDWGYHYPNIA-PRDVQWLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  32
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.96
• 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：

  氯磷酸二乙酯 、 硬脂酸 、 甲基 Β-D-吡喃葡萄糖苷 在 吡啶 、 三乙胺 作用下， 生成 6-O-Stearoyl-methyl-β-D-glucopyranosid
  参考文献：
  名称：

  A New Highly Regioselective Reaction of Unprotected Sugars for Chemical Synthesis of Methyl-6-D-acyl-D-glycopyranosides by Mean of Chlorophosphoric Acid Diethyl Ester[(C₂H₅O)₂P(:O)Cl] as Condensing Reagent

  摘要：

  A new methodology which allows the regioselective acylation of no protected methyl-D-glycopyranosides at the primary hydroxy group is described. Thus, a new synthetic procedure is presented to synthesize 6-acyl-methyl-glycopyranosides from unprotected glycopyranosides by means of (EtO)2P:OCl as condensing reagent.

  DOI：

  10.1080/00397919608003614

文献信息

• A New Highly Regioselective Reaction of Unprotected Sugars for Chemical Synthesis of Methyl-6-D-acyl-D-glycopyranosides by Mean of Chlorophosphoric Acid Diethyl Ester[(C₂H₅O)₂P(:O)Cl] as Condensing Reagent
  作者：Jie Xia、Yongzheng Hui

  DOI：10.1080/00397919608003614

  日期：1996.1

  A new methodology which allows the regioselective acylation of no protected methyl-D-glycopyranosides at the primary hydroxy group is described. Thus, a new synthetic procedure is presented to synthesize 6-acyl-methyl-glycopyranosides from unprotected glycopyranosides by means of (EtO)2P:OCl as condensing reagent.