3-oxo-butyric acid 3-(3,5-dimethyl-phenoxy)-1-methyl-butyl ester | 808109-31-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-oxo-butyric acid 3-(3,5-dimethyl-phenoxy)-1-methyl-butyl ester
• CAS: 808109-31-1
• 化学式: C₁₇H₂₄O₄
• 分子量: 292.375
• InChiKey: JWZFFGUGIXPTMZ-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-oxo-butyric acid 3-(3,5-dimethyl-phenoxy)-1-methyl-butyl ester 在 对甲苯磺酰叠氮 、 三乙胺 、 sodium hydroxide 作用下， 以 乙腈 为溶剂， 反应 13.0h， 以89%的产率得到[(2R,4S)-4-(3,5-dimethylphenoxy)pentan-2-yl] 2-diazoacetate
  参考文献：
  名称：

  Asymmetric Synthesis of Deoxypolypropionate Units via Stereoselective Hydrogenation of Optically Active Cycloheptatriene

  摘要：

  Optically active polypropionate units were synthesized in 9-11 steps from 3,5-dimethylphenol. The sequence consists of the BUchner reaction controlled by a chiral 2,4-pentanediol tether and diastereoselective hydrogenation over Raney nickel.

  DOI：

  10.1021/ol0483596
• 作为产物：
  描述：

  3,5-二甲基苯酚 在 偶氮二甲酸二异丙酯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 3-oxo-butyric acid 3-(3,5-dimethyl-phenoxy)-1-methyl-butyl ester
  参考文献：
  名称：

  Stereoselective hydrogenation of conjugate diene directed by hydroxy group and asymmetric synthesis of deoxypolypropionate units

  摘要：

  Optically active cyclic compounds carrying a conjugate diene and two hydroxy groups were prepared through the intramolecular Buchner reaction with a chiral tether and succeeding stereoselective conversion. Hydrogenation of the diene in the first step was not regio-selective but resulted in three regioisomeric monoenes. Nevertheless. the final saturated product carrying two stereogenic centers could be obtained in 98% stereochemical purity on further hydrogenation under optimized conditions. The high stereoselectivity throughout the multiple pathways is attributable to the effective direction by the hydroxy group. Ring cleavage of the produced stereochemically pure seven-membered ring compounds successfully resulted in synthetic intermediates for deoxypolypropionates. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.02.128