4β-butyl-6-(trimethylsiloxy)-2,2-dimethyl-3aβ,6aβ-dihydro-4H-cyclopenta-1,3-dioxole | 133270-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4β-butyl-6-(trimethylsiloxy)-2,2-dimethyl-3aβ,6aβ-dihydro-4H-cyclopenta-1,3-dioxole
• 英文别名: [(3aS,6R,6aS)-6-butyl-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy-trimethylsilane
• CAS: 133270-14-1
• 化学式: C₁₅H₂₈O₃Si
• 分子量: 284.471
• InChiKey: XJCHAERDMFVKNP-KWCYVHTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  正丁基锂 、 三甲基氯硅烷 、 (+/-)-2,2-dimethyl-3αβ,6αβ-dihydro-4H-cyclopenta-1,3-dioxol-4-one 生成 4β-butyl-6-(trimethylsiloxy)-2,2-dimethyl-3aβ,6aβ-dihydro-4H-cyclopenta-1,3-dioxole
  参考文献：
  名称：

  Development of a triply convergent aldol approach to prostanoids

  摘要：

  Various organocopper-mediated methods for the conjugate addition of alkyl and alkenyl groups to enone 1 to provide cyclopentanones 4 were studied. A variety of aldol-based procedures for the production of ketones 3 was evaluated, including a two-pot procedure involving generation of lithium enolates from 4, one-pot conjugate additions/aldol condensations methods, and methods involving the intermediate production of silyl enol ethers. The most promising procedure was found to be that involving trapping of the initial enolates from 1 as enol acetates and regeneration of enolates with methyllithium followed by aldol and dehydration reactions.

  DOI：

  10.1021/jo00010a031

文献信息

• JOHNSON, CARL R.;CHEN, YUNG-FA, J. ORG. CHEM., 56,(1991) N0, C. 3344-3351
  作者：JOHNSON, CARL R.、CHEN, YUNG-FA

  DOI：——

  日期：——