(1S)-1-[(4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol | 1337538-32-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S)-1-[(4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol
• CAS: 1337538-32-5
• 化学式: C₁₄H₂₈O₄
• 分子量: 260.374
• InChiKey: MKCUUOGUPRULLB-YNEHKIRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S)-1-[(4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol 在 sodium hydride 、 二正丁基氧化锡 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 25.0h， 生成 O-((S)-2-(benzyloxy)-1-((4S,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl) S-methyl carbonodithioate
  参考文献：
  名称：

  Total synthesis of panaxytriol and panaxydiol

  摘要：

  The enantioselective total synthesis of the diyne containing natural products panaxytriol and (3S,10R)-panaxydiol from L-tartaric acid is reported. Key steps in the synthesis include the elaboration of a gamma-hydroxy amide derived from tartaric acid to the required alkyne and the formation of the desired diyne unit by a Cadiot-Chodkiewicz coupling. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.07.007

文献信息

• Total synthesis of panaxytriol and panaxydiol
  作者：Kavirayani R. Prasad、Bandita Swain

  DOI：10.1016/j.tetasy.2011.07.007

  日期：2011.6

  The enantioselective total synthesis of the diyne containing natural products panaxytriol and (3S,10R)-panaxydiol from L-tartaric acid is reported. Key steps in the synthesis include the elaboration of a gamma-hydroxy amide derived from tartaric acid to the required alkyne and the formation of the desired diyne unit by a Cadiot-Chodkiewicz coupling. (C) 2011 Elsevier Ltd. All rights reserved.