(2S,3R)-3-乙基-2-哌啶羧酸 | 227196-61-4

• 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
• 中文名称: (2S,3R)-3-乙基-2-哌啶羧酸
• 英文名称: (2S,3R)-3-Ethyl-piperidine-2-carboxylic acid
• 英文别名: (2S,3R)-3-ethylpiperidine-2-carboxylic acid
• CAS: 227196-61-4
• 化学式: C₈H₁₅NO₂
• 分子量: 157.213
• InChiKey: GMJDVVAICQZFKC-RQJHMYQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (4R)-4-Phenyl-4,6,7,8-tetrahydro-3H-pyrido<2,1-c><1,4>oxazin-1-one 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 生成 (2S,3R)-3-乙基-2-哌啶羧酸
  参考文献：
  名称：

  Asymmetric synthesis of 3-alkyl pipecolic acids

  摘要：

  The Michael addition of R2CuLi or R2CuMgBr to 4-phenyl-3,4,7,8-tetrahydro-6H-pyrido (2,1-c)(1,4)oxazin-1-one 2, readily obtained from 2-cyano-6-phenyloxazolopiperidine 1, led to the formation of alkylated lactones 4a-d in high yield and with complete diastereoselectivity. Transformation of lactones 4a-d to 3-alkyl pipecolic acids was achieved by simple hydrogenolysis. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00591-2

文献信息

• Asymmetric synthesis of 3-alkyl pipecolic acids
  作者：A Zaparucha、M Danjoux、A Chiaroni、J Royer、H.-P Husson

  DOI：10.1016/s0040-4039(99)00591-2

  日期：1999.5

  The Michael addition of R2CuLi or R2CuMgBr to 4-phenyl-3,4,7,8-tetrahydro-6H-pyrido (2,1-c)(1,4)oxazin-1-one 2, readily obtained from 2-cyano-6-phenyloxazolopiperidine 1, led to the formation of alkylated lactones 4a-d in high yield and with complete diastereoselectivity. Transformation of lactones 4a-d to 3-alkyl pipecolic acids was achieved by simple hydrogenolysis. (C) 1999 Elsevier Science Ltd. All rights reserved.