1-Cbz-3-甲基哌啶-3-羧酸甲酯 | 174543-82-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-Cbz-3-甲基哌啶-3-羧酸甲酯
• 中文别名: 1-CBZ-3-甲基哌啶-3-甲酸甲酯；1-Cbz-3-甲基哌啶-3-甲酸甲酯
• 英文名称: 3-Methyl-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester
• 英文别名: 1-Benzyl 3-methyl 3-methylpiperidine-1,3-dicarboxylate；1-O-benzyl 3-O-methyl 3-methylpiperidine-1,3-dicarboxylate
• CAS: 174543-82-9
• 化学式: C₁₆H₂₁NO₄
• 分子量: 291.347
• InChiKey: OBQNDANRDMXAIE-UHFFFAOYSA-N

物化性质

• 沸点：
  392.4±42.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  1-Cbz-3-甲基哌啶-3-羧酸甲酯 在 吡啶 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 sodium hydroxide 、 三乙胺 、 [双(三氟乙酰氧基)碘]苯 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 吡啶 、 水 、 乙腈 为溶剂， 生成 Benzyl 3-acetamido-3-methylpiperidine-1-carboxylate
  参考文献：
  名称：

  On the Ritter reaction of cyclic hydroxyamines: Synthesis of conformationally-restricted reduced amide dipeptide isosteres

  摘要：

  The Ritter reactions of 3-alkyl-3-hydroxyazetidine or -piperidine derivatives give low yields of the desired products, whereas the 3-aIkyl-3-hydroxy-pyrrolidine and 4-alkyl-4-hydroxy-piperidine derivatives react smoothly to give the corresponding acetamides. An alternative route to 3-acylamino-3-alkylpiperidines, which were designed as conformationally-restricted reduced amide dipeptide isosteres, was devised from nipecotic acid via a Hofmann rearrangement.

  DOI：

  10.1016/0040-4039(95)02378-x
• 作为产物：
  描述：

  3-哌啶甲酸 在 盐酸 、 N,N-二甲基丙烯基脲 、 碳酸氢钠 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 1-Cbz-3-甲基哌啶-3-羧酸甲酯
  参考文献：
  名称：

  On the Ritter reaction of cyclic hydroxyamines: Synthesis of conformationally-restricted reduced amide dipeptide isosteres

  摘要：

  The Ritter reactions of 3-alkyl-3-hydroxyazetidine or -piperidine derivatives give low yields of the desired products, whereas the 3-aIkyl-3-hydroxy-pyrrolidine and 4-alkyl-4-hydroxy-piperidine derivatives react smoothly to give the corresponding acetamides. An alternative route to 3-acylamino-3-alkylpiperidines, which were designed as conformationally-restricted reduced amide dipeptide isosteres, was devised from nipecotic acid via a Hofmann rearrangement.

  DOI：

  10.1016/0040-4039(95)02378-x

文献信息

• On the Ritter reaction of cyclic hydroxyamines: Synthesis of conformationally-restricted reduced amide dipeptide isosteres
  作者：G.Mark Taylor、Stewart J Baker、Andrea Gedney、David J Pearson、Graham E.M Sibley

  DOI：10.1016/0040-4039(95)02378-x

  日期：1996.2

  The Ritter reactions of 3-alkyl-3-hydroxyazetidine or -piperidine derivatives give low yields of the desired products, whereas the 3-aIkyl-3-hydroxy-pyrrolidine and 4-alkyl-4-hydroxy-piperidine derivatives react smoothly to give the corresponding acetamides. An alternative route to 3-acylamino-3-alkylpiperidines, which were designed as conformationally-restricted reduced amide dipeptide isosteres, was devised from nipecotic acid via a Hofmann rearrangement.