(R)-t-butyl 5-hydroxy-2-undecinate | 143724-84-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-t-butyl 5-hydroxy-2-undecinate
• 英文别名: tert-butyl (5R)-5-hydroxyundec-2-ynoate
• CAS: 143724-84-9
• 化学式: C₁₅H₂₆O₃
• 分子量: 254.37
• InChiKey: AESMVJYMXYMEQL-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-t-butyl 5-hydroxy-2-undecinate 在 platinum on activated charcoal Lindlar's catalyst 、 氢气 、 对甲苯磺酸 作用下， 以 乙醚 、 乙酸乙酯 、 苯 为溶剂， 生成 (R)-δ-undecalactone
  参考文献：
  名称：

  A facile enzyme assisted route to enantiomerically pure δ - lactones

  摘要：

  Enantiomerically pure 1,2-epoxyalkanes, obtained via enzymatic resolution of suitable precursors can serve as key building blocks for the preparation of the title compounds. Using a simple and very short synthetic protocol enantiomerically pure delta-lactones are obtained in high yields.

  DOI：

  10.1016/s0957-4166(00)82176-x
• 作为产物：
  描述：

  1,2-环氧辛烷 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydroxide 、 正丁基锂 、 三氟化硼乙醚 、 trimethoxonium tetrafluoroborate 、 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 35.75h， 生成 (R)-t-butyl 5-hydroxy-2-undecinate
  参考文献：
  名称：

  Enzyme assisted synthesis of enantiomerically pure δ-lactones

  摘要：

  Both enantiomeric series of a wide variety of optically pure 6-alkylated delta-lactones - saturated as well as unsaturated - were prepared via an enzyme mediated route. The key reaction step is the nucleophilic ring opening of enantiomerically pure alkyl-oxiranes, accessible via the corresponding beta-hydroxythioethers which can be obtained enantiomerically pure via enzyme catalyzed kinetic resolutions.

  DOI：

  10.1016/s0957-4166(00)80146-9

文献信息

• A facile enzyme assisted route to enantiomerically pure δ - lactones
  作者：Ulrich Goergens、Manfred P. Schneider

  DOI：10.1016/s0957-4166(00)82176-x

  日期：1992.7

  Enantiomerically pure 1,2-epoxyalkanes, obtained via enzymatic resolution of suitable precursors can serve as key building blocks for the preparation of the title compounds. Using a simple and very short synthetic protocol enantiomerically pure delta-lactones are obtained in high yields.
• Enzyme assisted synthesis of enantiomerically pure δ-lactones
  作者：Bernhard Haase、Manfred P. Schneider

  DOI：10.1016/s0957-4166(00)80146-9

  日期：1993.5

  Both enantiomeric series of a wide variety of optically pure 6-alkylated delta-lactones - saturated as well as unsaturated - were prepared via an enzyme mediated route. The key reaction step is the nucleophilic ring opening of enantiomerically pure alkyl-oxiranes, accessible via the corresponding beta-hydroxythioethers which can be obtained enantiomerically pure via enzyme catalyzed kinetic resolutions.