| 142292-46-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 142292-46-4
• 化学式: C₂₃H₂₉NO₃
• 分子量: 367.488
• InChiKey: FZDBKOAMXPRFGS-LEWJYISDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 、 四丁基硫酸氢铵 、 甲基磺酰氯 、 三乙胺 作用下， 以 硝基甲烷 为溶剂， 生成
  参考文献：
  名称：

  Stereocontrolled preparation of chiral secondary α-methylene γ-lactams by addition of organozinc reagents derived from 2-(bromomethy])acrylates to imines using β-aminoalcohols as chiral auxiliaries.

  摘要：

  Stereocontrolled addition of isolated organozinc reagents 1, prepared from 2-(bromomethyl)acrylates to imines, can be achieved with d.e. approximately 100% using beta-amino alcohols as chiral auxiliaries. High yields of pure R or S secondary alpha-methylene gamma-lactams can be prepared after a three step elimination of the chiral auxiliary (chloration, dehydrochloration of the resulting beta-chloroamine, acid hydrolysis of enamide).

  DOI：

  10.1016/s0957-4166(00)80253-0
• 作为产物：
  描述：

  、 2-Benzylidenamino-2-phenylaethanol 以85%的产率得到
  参考文献：
  名称：

  Stereocontrolled preparation of chiral secondary α-methylene γ-lactams by addition of organozinc reagents derived from 2-(bromomethy])acrylates to imines using β-aminoalcohols as chiral auxiliaries.

  摘要：

  Stereocontrolled addition of isolated organozinc reagents 1, prepared from 2-(bromomethyl)acrylates to imines, can be achieved with d.e. approximately 100% using beta-amino alcohols as chiral auxiliaries. High yields of pure R or S secondary alpha-methylene gamma-lactams can be prepared after a three step elimination of the chiral auxiliary (chloration, dehydrochloration of the resulting beta-chloroamine, acid hydrolysis of enamide).

  DOI：

  10.1016/s0957-4166(00)80253-0

文献信息

• Diastereoselective radical addition to γ-alkyl-α-methylene-γ-butyrolactams and the synthesis of a chiral pyroglutamic acid derivative
  作者：Tomoko Yajima、Eriko Yoshida、Masako Hamano

  DOI：10.3762/bjoc.9.161

  日期：——

  The cis- and trans-stereoselective radical additions to alpha-methylene-gamma-alkyl- gamma-lactams were investigated and the scope and limitation of the reaction were also revealed. This stereoselective radical reaction was used for synthesis of chiral pyroglutamic acid derivatives starting from a commercially available chiral amino acid.

  研究了 α-亚甲基-γ-烷基-γ-内酰胺的顺式和反式立体选择性自由基加成，并揭示了反应的范围和限制。这种立体选择性自由基反应用于从市售手性氨基酸开始合成手性焦谷氨酸衍生物。