2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-5-hydroxy-6-((S)-4-isopropenyl-cyclohex-1-enylmethoxy)-tetrahydro-pyran-4-yl ester | 200501-84-4

• 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: 2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-5-hydroxy-6-((S)-4-isopropenyl-cyclohex-1-enylmethoxy)-tetrahydro-pyran-4-yl ester
• 英文别名: [(2R,3R,4R,5R,6R)-3,4-bis(2,2-dimethylpropanoyloxy)-5-hydroxy-6-[[(4S)-4-prop-1-en-2-ylcyclohexen-1-yl]methoxy]oxan-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 200501-84-4
• 化学式: C₃₁H₅₀O₉
• 分子量: 566.733
• InChiKey: QIYORNSZAOFKFM-VRVGQERDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  40
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-5-hydroxy-6-((S)-4-isopropenyl-cyclohex-1-enylmethoxy)-tetrahydro-pyran-4-yl ester 在 Amberlite IRA₄₀₀ (OH^-) 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以95%的产率得到(2R,3S,4S,5R,6R)-2-(羟基甲基)-6-[[(4S)-4-丙-1-烯-2-基-1-环己烯基]甲氧基]四氢吡喃-3,4,5-三醇
  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
• 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 、 silica gel 、 三乙胺 作用下， 以 四氢呋喃 、 丙酮 、 苯 为溶剂， 反应 96.0h， 生成 2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-5-hydroxy-6-((S)-4-isopropenyl-cyclohex-1-enylmethoxy)-tetrahydro-pyran-4-yl ester
  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

• 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.