(3S)-3-(4-methoxybenzyloxy)-4,4-dimethyl-5-oxo-heptanoic acid | 327186-79-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S)-3-(4-methoxybenzyloxy)-4,4-dimethyl-5-oxo-heptanoic acid
• 英文别名: (3S)-3-[(4-methoxyphenyl)methoxy]-4,4-dimethyl-5-oxoheptanoic acid
• CAS: 327186-79-8
• 化学式: C₁₇H₂₄O₅
• 分子量: 308.375
• InChiKey: RDDRSJHSZYEDAG-HNNXBMFYSA-N

物化性质

• 沸点：
  471.3±40.0 °C(predicted)
• 密度：
  1.113±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S)-3-(4-methoxybenzyloxy)-4,4-dimethyl-5-oxo-heptanoic acid 在 2,6-二甲基吡啶 、 四丁基氟化铵 、 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 11.17h， 生成 (3S,6R,7S,8S,12Z,15S,16E)-7-[tert-butyl(dimethyl)silyl]oxy-15-hydroxy-3-[(4-methoxyphenyl)methoxy]-4,4,6,8,16-pentamethyl-17-(2-methyl-1,3-thiazol-4-yl)-5-oxoheptadeca-12,16-dienoic acid
  参考文献：
  名称：

  Synthesis and Characterization of Upper and Lower Rim Functionalized [6]Cavitands

  摘要：

  A [6]cavitand has been selectively derivatized on both the lower and upper rims. On the lower rim, two out of six potential sites were oxidized to produce a 1,4 substituted [6]cavitand bisketone, which was converted to a corresponding diol as well as a bisacetate [6]cavitand. The crystal structures of the bisketone and the diol were solved. On the upper rim, all six ArCH3 groups were selectively brominated to ArCH2Br groups to produce the hexabromomethyl [6]cavitand, which was converted to the corresponding hexabenzylthiol and hexabenzylthioacetate [6]cavitands. The conformational properties of all compounds are discussed.

  DOI：

  10.1002/1521-3765(20020816)8:16<3717::aid-chem3717>3.0.co;2-g
• 作为产物：
  描述：

  2-[(2R)-oxiran-2-yl]-2-methylpentan-3-one 在 dicobalt octacarbonyl 3-羟基吡啶 、 lithium hydroxide 、 三氟甲磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 为溶剂， 20.0~65.0 ℃ 、5.17 MPa 条件下， 反应 29.5h， 生成 (3S)-3-(4-methoxybenzyloxy)-4,4-dimethyl-5-oxo-heptanoic acid
  参考文献：
  名称：

  Synthesis and Characterization of Upper and Lower Rim Functionalized [6]Cavitands

  摘要：

  A [6]cavitand has been selectively derivatized on both the lower and upper rims. On the lower rim, two out of six potential sites were oxidized to produce a 1,4 substituted [6]cavitand bisketone, which was converted to a corresponding diol as well as a bisacetate [6]cavitand. The crystal structures of the bisketone and the diol were solved. On the upper rim, all six ArCH3 groups were selectively brominated to ArCH2Br groups to produce the hexabromomethyl [6]cavitand, which was converted to the corresponding hexabenzylthiol and hexabenzylthioacetate [6]cavitands. The conformational properties of all compounds are discussed.

  DOI：

  10.1002/1521-3765(20020816)8:16<3717::aid-chem3717>3.0.co;2-g

文献信息

• Synthesis and Characterization of Upper and Lower Rim Functionalized [6]Cavitands
  作者：Christoph Naumann、Brian O. Patrick、John Sherman

  DOI：10.1002/1521-3765(20020816)8:16<3717::aid-chem3717>3.0.co;2-g

  日期：2002.8.16

  A [6]cavitand has been selectively derivatized on both the lower and upper rims. On the lower rim, two out of six potential sites were oxidized to produce a 1,4 substituted [6]cavitand bisketone, which was converted to a corresponding diol as well as a bisacetate [6]cavitand. The crystal structures of the bisketone and the diol were solved. On the upper rim, all six ArCH3 groups were selectively brominated to ArCH2Br groups to produce the hexabromomethyl [6]cavitand, which was converted to the corresponding hexabenzylthiol and hexabenzylthioacetate [6]cavitands. The conformational properties of all compounds are discussed.