(3R,4R,5R)-5-heptyl-3,4-dihydroxyoxolan-2-one | 1277160-92-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4R,5R)-5-heptyl-3,4-dihydroxyoxolan-2-one
• CAS: 1277160-92-5
• 化学式: C₁₁H₂₀O₄
• 分子量: 216.277
• InChiKey: TYIWVTDDZLSYOJ-KXUCPTDWSA-N

物化性质

• 熔点：
  75-77 °C
• 沸点：
  340.0±9.0 °C(predicted)
• 密度：
  1.136±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,4R,5R)-5-heptyl-3,4-dihydroxyoxolan-2-one 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以87%的产率得到methyl (2R)-2-[(4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl]-2-hydroxyacetate
  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：

  HEPTYLMAGNESIUM BROMIDE 在 cerium(III) chloride heptahydrate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 反应 3.0h， 生成 (3R,4R,5R)-5-heptyl-3,4-dihydroxyoxolan-2-one
  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.