N-benzyl-4-hydroxypiperidin-2-one | 500229-81-2

• 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: N-benzyl-4-hydroxypiperidin-2-one
• 英文别名: hydroxy-4 N-benzylpiperidinone-2；1-Benzyl-4-hydroxypiperidin-2-one
• CAS: 500229-81-2
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: MSOZDGCODQNTAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-4-hydroxypiperidin-2-one 在 chromium(VI) oxide 、 硫酸 作用下， 以 水 、 丙酮 为溶剂， 反应 0.08h， 以34%的产率得到1-苯基甲基-2,4-哌啶二酮
  参考文献：
  名称：

  Regio- and stereoselective hydroxylation of N-substituted piperidin-2-ones with Sphingomonas sp. HXN-200

  摘要：

  High activity, excellent regioselectivity, and opposite enantioselectivity were achieved in the hydroxylation of N-benzyl- and N-tert-butoxycarbonylpiperidin-2-one with Sphingomonas sp. HXN-200. High yield preparations of 4-hydroxypiperidin-2-ones were demonstrated in a bioreactor and in a shaking flask by use of the frozen/thawed cells as biocatalyst. The absolute configuration for the bioproducts was established. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00534-7
• 作为产物：
  描述：

  1-苯基甲基-2,4-哌啶二酮 在 sodium tetrahydroborate 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 10.0h， 以95%的产率得到N-benzyl-4-hydroxypiperidin-2-one
  参考文献：
  名称：

  Regio- and stereoselective hydroxylation of N-substituted piperidin-2-ones with Sphingomonas sp. HXN-200

  摘要：

  High activity, excellent regioselectivity, and opposite enantioselectivity were achieved in the hydroxylation of N-benzyl- and N-tert-butoxycarbonylpiperidin-2-one with Sphingomonas sp. HXN-200. High yield preparations of 4-hydroxypiperidin-2-ones were demonstrated in a bioreactor and in a shaking flask by use of the frozen/thawed cells as biocatalyst. The absolute configuration for the bioproducts was established. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00534-7

文献信息

• Archelas, Alain; Furstoss, Roland; Srairi, Driss, Bulletin de la Societe Chimique de France, 1986, # 2, p. 234 - 238
  作者：Archelas, Alain、Furstoss, Roland、Srairi, Driss、Maury, Georges

  DOI：——

  日期：——
• ARCHELAS, A.;FURSTOSS, R.;SRAIRI, D.;MAURY, G., BULL. SOC. CHIM. FR., 1986, N 2, 234-238
  作者：ARCHELAS, A.、FURSTOSS, R.、SRAIRI, D.、MAURY, G.

  DOI：——

  日期：——
• Regio- and stereoselective hydroxylation of N-substituted piperidin-2-ones with Sphingomonas sp. HXN-200
  作者：Dongliang Chang、Hans-Jürgen Feiten、Bernard Witholt、Zhi Li

  DOI：10.1016/s0957-4166(02)00534-7

  日期：2002.10

  High activity, excellent regioselectivity, and opposite enantioselectivity were achieved in the hydroxylation of N-benzyl- and N-tert-butoxycarbonylpiperidin-2-one with Sphingomonas sp. HXN-200. High yield preparations of 4-hydroxypiperidin-2-ones were demonstrated in a bioreactor and in a shaking flask by use of the frozen/thawed cells as biocatalyst. The absolute configuration for the bioproducts was established. (C) 2002 Elsevier Science Ltd. All rights reserved.