ethyl 3-hydroxy-2-methoxypiperidine-1-carboxylate | 208648-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ethyl 3-hydroxy-2-methoxypiperidine-1-carboxylate
• CAS: 208648-96-8
• 化学式: C₉H₁₇NO₄
• 分子量: 203.238
• InChiKey: IHDMUZFIWAFUOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.57
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  59.0
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-hydroxy-2-methoxypiperidine-1-carboxylate 在 吡啶 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 3-Acetoxy-2-cyano-piperidine-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Differential oxidation of endocyclic enecarbamates. Synthesis of cyclic β-hydroxy-α-amino acids

  摘要：

  The differential oxidation of five and six-membered endocyclic enecarbamates was investigated employing m-CPBA, DMD, as well as enantioselective protocols such as the Kochi-Jacobsen-Katsuki's epoxidation and the Sharpless dihydroxylation. By this strategy the syntheses of beta-hydroxyprolines and beta-hydroxypipecolic acids were accomplished. X-Ray crystallographic analysis of the trans-beta-hydroxypipecolic acid was instrumental to solve structural assignment conflicts. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00536-x
• 作为产物：
  描述：

  甲醇 、 N-Ethoxycarbonyl-1,2,3,4-tetrahydropyridine 在 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到ethyl 3-hydroxy-2-methoxypiperidine-1-carboxylate
  参考文献：
  名称：

  Differential oxidation of endocyclic enecarbamates. Synthesis of cyclic β-hydroxy-α-amino acids

  摘要：

  The differential oxidation of five and six-membered endocyclic enecarbamates was investigated employing m-CPBA, DMD, as well as enantioselective protocols such as the Kochi-Jacobsen-Katsuki's epoxidation and the Sharpless dihydroxylation. By this strategy the syntheses of beta-hydroxyprolines and beta-hydroxypipecolic acids were accomplished. X-Ray crystallographic analysis of the trans-beta-hydroxypipecolic acid was instrumental to solve structural assignment conflicts. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00536-x