Ditert-butyl 2-(3-hydroxypropyl)-2-methylpropanedioate | 1566606-45-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Ditert-butyl 2-(3-hydroxypropyl)-2-methylpropanedioate
• 英文别名: ditert-butyl 2-(3-hydroxypropyl)-2-methylpropanedioate
• CAS: 1566606-45-8
• 化学式: C₁₅H₂₈O₅
• 分子量: 288.384
• InChiKey: PDYKTXGUPPEYJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  Ditert-butyl 2-(3-hydroxypropyl)-2-methylpropanedioate 在 (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 作用下， 以 二氯甲烷 为溶剂， 反应 155.0h， 以86%的产率得到
  参考文献：
  名称：

  Enantioselective Desymmetrization of Diesters

  摘要：

  The desymmetrization of prochiral diesters with a chiral phosphoric acid catalyst to produce highly enantioenriched lactones in excellent yield is reported. The process is easily scaled and accommodates a variety of substitution patterns, many of which result in the generation of an enantioenriched all-carbon quaternary center. Manipulation of lactone product to useful small building blocks is also described.

  DOI：

  10.1021/jo402853v
• 作为产物：
  描述：

  di-tert-butyl 2-methylmalonate 在 硼烷四氢呋喃络合物 、 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 26.67h， 生成 Ditert-butyl 2-(3-hydroxypropyl)-2-methylpropanedioate
  参考文献：
  名称：

  Enantioselective Desymmetrization of Diesters

  摘要：

  The desymmetrization of prochiral diesters with a chiral phosphoric acid catalyst to produce highly enantioenriched lactones in excellent yield is reported. The process is easily scaled and accommodates a variety of substitution patterns, many of which result in the generation of an enantioenriched all-carbon quaternary center. Manipulation of lactone product to useful small building blocks is also described.

  DOI：

  10.1021/jo402853v

文献信息

• Enantioselective Synthesis of α,α-Disubstituted Lactones via a Chiral Brønsted Acid Catalyzed Intramolecular Cyclization
  作者：Jennifer Wilent

  DOI：10.15227/orgsyn.093.0075

  日期：——
• Enantioselective Desymmetrization of Diesters
  作者：Jennifer Wilent、Kimberly S. Petersen

  DOI：10.1021/jo402853v

  日期：2014.3.7

  The desymmetrization of prochiral diesters with a chiral phosphoric acid catalyst to produce highly enantioenriched lactones in excellent yield is reported. The process is easily scaled and accommodates a variety of substitution patterns, many of which result in the generation of an enantioenriched all-carbon quaternary center. Manipulation of lactone product to useful small building blocks is also described.