Tert-butyl 4-(3-chloro-4-methylphenyl)-4-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)piperidine-1-carboxylate | 1007362-94-8

• 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: Tert-butyl 4-(3-chloro-4-methylphenyl)-4-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)piperidine-1-carboxylate
• CAS: 1007362-94-8
• 化学式: C₂₃H₃₀ClNO₆
• 分子量: 451.947
• InChiKey: MOSHMYBDTVBRCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-(3-chloro-4-methylphenyl)-4-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)piperidine-1-carboxylate 在 吡啶 作用下， 以 甲苯 为溶剂， 生成 2-[4-(3-Chloro-4-methylphenyl)-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]acetic acid
  参考文献：
  名称：

  Synthesis of a Tertiary Carbinamide via a Novel Rh-Catalyzed Asymmetric Hydrogenation

  摘要：

  [GRAPHICS]Asymmetric hydrogenation of allylic dimethylcarbinamide 2 with 1 mol % of cationic Rh(1)-Josiphos complex in THF under 500 psi of H(2) generated the corresponding tertiary carbinamide 1 in 98.5% assay yield and a 94:6 enantiomeric ratio. Upon crystallization, the product was isolated in 91% isolated yield and 95:5 enantiomeric ratio.

  DOI：

  10.1021/jo702429u
• 作为产物：
  描述：

  1,1-dimethylethyl 4-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-1-piperidinecarboxylate 、 4-溴-2-氯甲苯 在 碘 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 Tert-butyl 4-(3-chloro-4-methylphenyl)-4-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)piperidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of a Tertiary Carbinamide via a Novel Rh-Catalyzed Asymmetric Hydrogenation

  摘要：

  [GRAPHICS]Asymmetric hydrogenation of allylic dimethylcarbinamide 2 with 1 mol % of cationic Rh(1)-Josiphos complex in THF under 500 psi of H(2) generated the corresponding tertiary carbinamide 1 in 98.5% assay yield and a 94:6 enantiomeric ratio. Upon crystallization, the product was isolated in 91% isolated yield and 95:5 enantiomeric ratio.

  DOI：

  10.1021/jo702429u

文献信息

• Synthesis of a Tertiary Carbinamide via a Novel Rh-Catalyzed Asymmetric Hydrogenation
  作者：John Limanto、C. Scott Shultz、Benjamin Dorner、Richard A. Desmond、Paul N. Devine、Shane W. Krska

  DOI：10.1021/jo702429u

  日期：2008.2.1

  [GRAPHICS]Asymmetric hydrogenation of allylic dimethylcarbinamide 2 with 1 mol % of cationic Rh(1)-Josiphos complex in THF under 500 psi of H(2) generated the corresponding tertiary carbinamide 1 in 98.5% assay yield and a 94:6 enantiomeric ratio. Upon crystallization, the product was isolated in 91% isolated yield and 95:5 enantiomeric ratio.