(2Z,6E)-3-((R)-1-Phenyl-ethylamino)-octa-2,6-dienedioic acid dimethyl ester | 222022-70-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2Z,6E)-3-((R)-1-Phenyl-ethylamino)-octa-2,6-dienedioic acid dimethyl ester
• 英文别名: dimethyl (2Z,6E)-3-[[(1R)-1-phenylethyl]amino]octa-2,6-dienedioate
• CAS: 222022-70-0
• 化学式: C₁₈H₂₃NO₄
• 分子量: 317.385
• InChiKey: OLCKISJODMTVTD-UOIDTUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2Z,6E)-3-((R)-1-Phenyl-ethylamino)-octa-2,6-dienedioic acid dimethyl ester 在 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 5-Methoxycarbonylmethyl-2-((R)-1-phenyl-ethylamino)-cyclopent-1-enecarboxylic acid methyl ester 、 [(R)-5-[1-Methoxycarbonyl-meth-(E)-ylidene]-1-((R)-1-phenyl-ethyl)-pyrrolidin-2-yl]-acetic acid methyl ester 、 [(S)-5-[1-Methoxycarbonyl-meth-(E)-ylidene]-1-((R)-1-phenyl-ethyl)-pyrrolidin-2-yl]-acetic acid methyl ester
  参考文献：
  名称：

  A novel asymmetric synthesis of 2,5-dialkylpyrrolidines

  摘要：

  ZnCl2-promoted cyclization of enamino eater 8 furnished a 1.5: 1 mixture of pyrrolidines 9 and 10. NaBH4-reduction of this mixture gave cis and trans-2,5-dialkylpyrrolidines 12 and 13 in the ratio 2:1. The latter derivative was obtained in its 2S, 5S enantiomerically pure form. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00058-1
• 作为产物：
  描述：

  3-氧代-6-庚烯酸甲酯 在 二甲基硫 、 臭氧 作用下， 以 苯 为溶剂， 反应 56.0h， 生成 (2Z,6E)-3-((R)-1-Phenyl-ethylamino)-octa-2,6-dienedioic acid dimethyl ester
  参考文献：
  名称：

  A novel asymmetric synthesis of 2,5-dialkylpyrrolidines

  摘要：

  ZnCl2-promoted cyclization of enamino eater 8 furnished a 1.5: 1 mixture of pyrrolidines 9 and 10. NaBH4-reduction of this mixture gave cis and trans-2,5-dialkylpyrrolidines 12 and 13 in the ratio 2:1. The latter derivative was obtained in its 2S, 5S enantiomerically pure form. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00058-1

文献信息

• A novel asymmetric synthesis of 2,5-dialkylpyrrolidines
  作者：Valérie Daley、Jean d'Angelo、Christian Cavé、Jacqueline Mahuteau、Angèle Chiaroni、Claude Riche

  DOI：10.1016/s0040-4039(99)00058-1

  日期：1999.2

  ZnCl2-promoted cyclization of enamino eater 8 furnished a 1.5: 1 mixture of pyrrolidines 9 and 10. NaBH4-reduction of this mixture gave cis and trans-2,5-dialkylpyrrolidines 12 and 13 in the ratio 2:1. The latter derivative was obtained in its 2S, 5S enantiomerically pure form. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.