2S-N-benzoyl-2-methoxycarbonyl-4-(1-pyrrolidin)yl-<3,4>-dehydropyrrolidine | 169774-60-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2S-N-benzoyl-2-methoxycarbonyl-4-(1-pyrrolidin)yl-<3,4>-dehydropyrrolidine
• 英文别名: methyl (2S)-1-benzoyl-4-pyrrolidin-1-yl-2,5-dihydropyrrole-2-carboxylate
• CAS: 169774-60-1
• 化学式: C₁₇H₂₀N₂O₃
• 分子量: 300.357
• InChiKey: WYCXOAOOFPVMIS-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2S-N-benzoyl-2-methoxycarbonyl-4-(1-pyrrolidin)yl-<3,4>-dehydropyrrolidine 在 四(三苯基膦)钯 N,N-二甲基丙烯基脲 、 sodium carbonate 、 potassium carbonate 、 溶剂黄146 、 lithium chloride 、 lithium hexamethyldisilazane 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 56.17h， 生成 (2S,3S)-N-benzoyl-2-methoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)-<4,5>-dehydropyrrolidine
  参考文献：
  名称：

  Towards a versatile synthesis of kainoids I: Introduction of the C-3 and C-4 substituents

  摘要：

  The first stages in the synthesis of acromelic acid analogues from trans-4-hydroxy-L-proline are described. An enamine alkylation was used to stereospecifically introduce the C-3 substituent, Grignard addition to a ketone or Pd(0) catalysed cross-coupling procedures adding C-4 aryl substituents for further manipulation. A number of versatile intermediates were generated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00190-7
• 作为产物：
  描述：

  反式-4-羟基-L-脯氨酸甲酯盐酸盐 在 ruthenium trichloride 、 sodium periodate 、 碳酸氢钠 作用下， 以 四氢呋喃 、 四氯化碳 、 水 、 乙腈 、 苯 为溶剂， 反应 8.33h， 生成 2S-N-benzoyl-2-methoxycarbonyl-4-(1-pyrrolidin)yl-<3,4>-dehydropyrrolidine
  参考文献：
  名称：

  Towards a versatile synthesis of kainoids I: Introduction of the C-3 and C-4 substituents

  摘要：

  The first stages in the synthesis of acromelic acid analogues from trans-4-hydroxy-L-proline are described. An enamine alkylation was used to stereospecifically introduce the C-3 substituent, Grignard addition to a ketone or Pd(0) catalysed cross-coupling procedures adding C-4 aryl substituents for further manipulation. A number of versatile intermediates were generated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00190-7

文献信息

• A Versatile Approach to Acromelic Acid Analogues
  作者：J Baldwin

  DOI：10.1016/00404-0399(50)0841y-

  日期：1995.7.3
• Towards a versatile synthesis of kainoids I: Introduction of the C-3 and C-4 substituents
  作者：Jack E. Baldwin、Samantha J. Bamford、Andrew M. Fryer、Martin P.W. Rudolph、Mark E. Wood

  DOI：10.1016/s0040-4020(97)00190-7

  日期：1997.4

  The first stages in the synthesis of acromelic acid analogues from trans-4-hydroxy-L-proline are described. An enamine alkylation was used to stereospecifically introduce the C-3 substituent, Grignard addition to a ketone or Pd(0) catalysed cross-coupling procedures adding C-4 aryl substituents for further manipulation. A number of versatile intermediates were generated. (C) 1997 Elsevier Science Ltd.