(2R)-1-benzyl-2-ethenyl-4-oxopyrrolidine | 174229-05-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R)-1-benzyl-2-ethenyl-4-oxopyrrolidine
• 英文别名: (5S)-1-benzyl-5-ethenylpyrrolidin-3-one
• CAS: 174229-05-1
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: APVZYYPEDJJVED-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R)-1-benzyl-2-ethenyl-4-oxopyrrolidine 在 platinum(IV) oxide 氢气 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 27.0h， 生成 (2R,4R)-1-benzyl-2-ethylpyrrolidine-4-spiro-5'-hydantoin
  参考文献：
  名称：

  Asymmetric Syntheses of (2R, 4S)-4-Amino-4-carboxy-2-methylpyrrolidine and (2R, 4S)-4-Amino-2-carboxy-2-ethylpyrrolidine as Novel 2-Alkyl-substituted (-)-Cucurbitine Analogues

  摘要：

  Asymmetric syntheses of (2R,4S)-4-amino-4-carboxy-2-methylpyrrolidine (1) and (2R,4S)-4-amino-4-carboxy-2-ethylpyrrolidine (2) as 2-alkyl-substituted (-)-cucurbitine analogues, have been achieved without disturbing C-2 stereogenic center through a route including a diastereoselective Bucherer-Bergs reaction of 2-methyl- and 2-ethenyl-4-oxopyrrolidines (10) and (24), easily derived from trans-4-hydroxy-L-proline.

  DOI：

  10.3987/com-95-7277
• 作为产物：
  描述：

  (3S,5S)-5-ethenylpyrrolidin-3-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.5h， 生成 (2R)-1-benzyl-2-ethenyl-4-oxopyrrolidine
  参考文献：
  名称：

  Asymmetric Syntheses of (2R, 4S)-4-Amino-4-carboxy-2-methylpyrrolidine and (2R, 4S)-4-Amino-2-carboxy-2-ethylpyrrolidine as Novel 2-Alkyl-substituted (-)-Cucurbitine Analogues

  摘要：

  Asymmetric syntheses of (2R,4S)-4-amino-4-carboxy-2-methylpyrrolidine (1) and (2R,4S)-4-amino-4-carboxy-2-ethylpyrrolidine (2) as 2-alkyl-substituted (-)-cucurbitine analogues, have been achieved without disturbing C-2 stereogenic center through a route including a diastereoselective Bucherer-Bergs reaction of 2-methyl- and 2-ethenyl-4-oxopyrrolidines (10) and (24), easily derived from trans-4-hydroxy-L-proline.

  DOI：

  10.3987/com-95-7277

文献信息

• Asymmetric Syntheses of (2R, 4S)-4-Amino-4-carboxy-2-methylpyrrolidine and (2R, 4S)-4-Amino-2-carboxy-2-ethylpyrrolidine as Novel 2-Alkyl-substituted (-)-Cucurbitine Analogues
  作者：Ken-ichi Tanaka、Hirokazu Suzuki、Hiroyuki Sawanishi

  DOI：10.3987/com-95-7277

  日期：——

  Asymmetric syntheses of (2R,4S)-4-amino-4-carboxy-2-methylpyrrolidine (1) and (2R,4S)-4-amino-4-carboxy-2-ethylpyrrolidine (2) as 2-alkyl-substituted (-)-cucurbitine analogues, have been achieved without disturbing C-2 stereogenic center through a route including a diastereoselective Bucherer-Bergs reaction of 2-methyl- and 2-ethenyl-4-oxopyrrolidines (10) and (24), easily derived from trans-4-hydroxy-L-proline.