(1S)-3-bromo-1-[(4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-yn-1-ol | 1277160-81-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S)-3-bromo-1-[(4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-yn-1-ol
• CAS: 1277160-81-2
• 化学式: C₁₅H₂₅BrO₃
• 分子量: 333.266
• InChiKey: KVBLSVAIUNPJJK-BFHYXJOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  、 (1S)-3-bromo-1-[(4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-yn-1-ol 在 盐酸 、 盐酸羟胺 、 正丁胺 、 copper(l) chloride 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 7.0h， 生成 [3S,8S,9S,10R]-heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol
  参考文献：
  名称：

  Enantioselective Synthesis of Possible Diastereomers of Heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol; Putative Structure of a Conjugated Diyne Natural Product Isolated from Hydrocotyle leucocephala

  摘要：

  Enantioselective synthesis of possible diastereomers of heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol, a structure proposed for the natural product isolated from Hydrocotyle leucocephala is accomplished. The reported spectral data of the natural product did not match those of any of the isomers that were synthesized and established that the structure proposed for the natural product is not correct and requires revision.

  DOI：

  10.1021/jo102201k
• 作为产物：
  描述：

  tert-butyl-[(1S)-1-[(4S,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-ynoxy]-dimethylsilane 在 N-溴代丁二酰亚胺(NBS) 、 四丁基氟化铵 、 silver nitrate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 2.0h， 生成 (1S)-3-bromo-1-[(4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-yn-1-ol
  参考文献：
  名称：

  Enantioselective Synthesis of Possible Diastereomers of Heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol; Putative Structure of a Conjugated Diyne Natural Product Isolated from Hydrocotyle leucocephala

  摘要：

  Enantioselective synthesis of possible diastereomers of heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol, a structure proposed for the natural product isolated from Hydrocotyle leucocephala is accomplished. The reported spectral data of the natural product did not match those of any of the isomers that were synthesized and established that the structure proposed for the natural product is not correct and requires revision.

  DOI：

  10.1021/jo102201k

文献信息

• Enantioselective Synthesis of Possible Diastereomers of Heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol; Putative Structure of a Conjugated Diyne Natural Product Isolated from <i>Hydrocotyle leucocephala</i>
  作者：Kavirayani R. Prasad、Bandita Swain

  DOI：10.1021/jo102201k

  日期：2011.4.1

  Enantioselective synthesis of possible diastereomers of heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol, a structure proposed for the natural product isolated from Hydrocotyle leucocephala is accomplished. The reported spectral data of the natural product did not match those of any of the isomers that were synthesized and established that the structure proposed for the natural product is not correct and requires revision.