lithium ester enolate of t-butyl butyrate | 130677-79-1

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: lithium ester enolate of t-butyl butyrate
• CAS: 130677-79-1
• 化学式: C₈H₁₅O₂*Li
• 分子量: 150.147
• InChiKey: XAPKJPBCOVUAQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.05
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  thiolactic acid methyl ester 、 lithium ester enolate of t-butyl butyrate 以 四氢呋喃 为溶剂， 生成 2-Ethyl-4-hydroxy-3-oxo-pentanoic acid tert-butyl ester
  参考文献：
  名称：

  2-烷基tetronic酸的一般合成

  摘要：

  DOI：

  10.1016/s0040-4039(00)93829-2

文献信息

• β-lactams from esters and silylimines: A revaluation. Synthesis of N-unsubstituted 4-alkyl-β-lactams
  作者：Gianfranco Cainelli、Daria Giacomini、Mauro Panunzio、Giorgio Martelli、Giuseppe Spunta

  DOI：10.1016/s0040-4039(00)96733-9

  日期：1987.1

  The first preparation of enolizable silylimines is reported. The “in situ” trapping of these species with lithium enolates of esters gives rise in fairly good yields to N-unsubstituted 4-alkyl-β-lactams.

  报道了可烯丙基化的水飞蓟宾的第一种制备方法。用酯的烯醇锂“原位”捕集这些物质可提高N-未取代的4-烷基-β-内酰胺的收率。
• A stereocontrolled method for the synthesis of each of the four diastereomers of 34-dialkyl-substituted β-lactams using different metal ester enolates and a chiral imine
  作者：Tamotsu Fujisawa、Mitsuhiro Ichikawa、Yutaka Ukaji、Makoto Shimizu

  DOI：10.1016/s0040-4039(00)91781-7

  日期：1993.2

  The reaction of the different metal ester enolates of t-butyl alpha-alkyl substituted acetates with a chiral imine possessing a dioxolane ring derived from (2S,3S)-1,4-dimethoxy-2,3-butanediol as a chiral auxiliary followed by cyclization of the initial products of beta-amino esters gave each of the diastereomers of 3,4-dialkyl-substituted beta-lactams in a highly stereoselective manner, i.e., the titanium enolate gave trans-(3R,4S)-isomer, while the lithium and zinc ones afforded cis-(3S,4S)- and (3R,4R)-isomers, respectively, and the cis-(3R,4R)-beta-lactams thus obtained were readily epimerized to the corresponding trans-(3S,4R)-beta-lactams without loss of the stereochemical integrity at C4.