(-)-trans-Carveol glucoside | 113349-30-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (-)-trans-Carveol glucoside
• 英文别名: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl]oxyoxane-3,4,5-triol
• CAS: 113349-30-7
• 化学式: C₁₆H₂₆O₆
• 分子量: 314.379
• InChiKey: IPOIBBMZOXJYFV-RMPHEQRESA-N

物化性质

• 沸点：
  495.5±45.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  D-葡萄烯糖 在 4-二甲氨基吡啶 、 2,2-dimethyldioxirane 、 3 A molecular sieve 、 Amberlite IRA₄₀₀ (OH^-) 、 silica gel 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 、 苯 为溶剂， 反应 112.0h， 生成 (-)-trans-Carveol glucoside
  参考文献：
  名称：

  Silica gel-catalyzed β-O-glucosylation of alcohols with 1,2-anhydro-3,4,6-tri-O-pivaloyl-α-d-glucopyranose

  摘要：

  1,2-Anhydro-3,4,6-tri-O-pivaloyl-alpha-D-glucopyranose (1a) was allowed to react with alcohols in the presence of solid acids such as silica gel and zeolite HY, to afford beta-O-glucosides stereoselectively. Several natural glucosides were synthesized by the application of the present reaction. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10315-x

文献信息

• Ackermann, Irmtraud E.; Banthorpe, Derek V.; Fordham, William D., Liebigs Annalen der Chemie, 1989, p. 79 - 82
  作者：Ackermann, Irmtraud E.、Banthorpe, Derek V.、Fordham, William D.、Kinder, John P.、Poots, Ian

  DOI：——

  日期：——
• ACKERMANN, IRMTRAUD E.;BANTHORPE, DEREK V.;FORDHAM, WILLIAM D.;KINDER, JO+, LIEBIGS ANN. CHEM.,(1989) N, C. 79-81
  作者：ACKERMANN, IRMTRAUD E.、BANTHORPE, DEREK V.、FORDHAM, WILLIAM D.、KINDER, JO+

  DOI：——

  日期：——
• Silica gel-catalyzed β-O-glucosylation of alcohols with 1,2-anhydro-3,4,6-tri-O-pivaloyl-α-d-glucopyranose
  作者：Yoh-ichi Matsushita、Kazuhiro Sugamoto、Yoshio Kita、Takanao Matsui

  DOI：10.1016/s0040-4039(97)10315-x

  日期：1997.12

  1,2-Anhydro-3,4,6-tri-O-pivaloyl-alpha-D-glucopyranose (1a) was allowed to react with alcohols in the presence of solid acids such as silica gel and zeolite HY, to afford beta-O-glucosides stereoselectively. Several natural glucosides were synthesized by the application of the present reaction. (C) 1997 Elsevier Science Ltd.