(1R,2S)-2-iodocyclopentanol | 1421276-79-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2S)-2-iodocyclopentanol
• 英文别名: (1R,2S)-2-iodocyclopentan-1-ol
• CAS: 1421276-79-0
• 化学式: C₅H₉IO
• 分子量: 212.03
• InChiKey: TVKJMPYMACHDDR-CRCLSJGQSA-N

物化性质

• 沸点：
  235.2±33.0 °C(Predicted)
• 密度：
  1.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1R,2S)-2-iodocyclopentanol 、 甲氧基-三氟甲基苯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Enzymatic preparation of (1S,2R)- and (1R,2S)-stereoisomers of 2-halocycloalkanols

  摘要：

  The stereoisomers of cis-2-halocycloalkanols were resolved by a kinetically controlled transesterification with vinyl acetate in the presence of lipases in organic media. High enantioselectivities (ee >98%) and good isolated yields were obtained for all substrates using the appropriate lipase. Burkholderia cepacia lipase was the most efficient enzyme for the resolution of these substrates. The enantiomeric purities of the compounds were defined by derivatization with Mosher's acid and the absolute configurations were determined by chemical correlation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.11.011
• 作为产物：
  描述：

  1,2-环氧环戊烷 在 甲醇 、 sodium tetrahydroborate 、 草酰氯 、 Burkholderia cepacia Amano PS lipase 、 水 、 potassium carbonate 、 二甲基亚砜 、 三乙胺 、 lithium iodide 作用下， 以 甲醇 、 二氯甲烷 、 甲基叔丁基醚 为溶剂， 反应 16.0h， 生成 (1R,2S)-2-iodocyclopentanol
  参考文献：
  名称：

  Enzymatic preparation of (1S,2R)- and (1R,2S)-stereoisomers of 2-halocycloalkanols

  摘要：

  The stereoisomers of cis-2-halocycloalkanols were resolved by a kinetically controlled transesterification with vinyl acetate in the presence of lipases in organic media. High enantioselectivities (ee >98%) and good isolated yields were obtained for all substrates using the appropriate lipase. Burkholderia cepacia lipase was the most efficient enzyme for the resolution of these substrates. The enantiomeric purities of the compounds were defined by derivatization with Mosher's acid and the absolute configurations were determined by chemical correlation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.11.011