(3S,4R,6R)-4-Hydroxy-6-pentadecyl-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester | 226213-98-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: (3S,4R,6R)-4-Hydroxy-6-pentadecyl-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester
• 英文别名: (3S,4R,6R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]-6-pentadecylpiperidine-3-carboxylic acid
• CAS: 226213-98-5
• 化学式: C₂₆H₄₉NO₅
• 分子量: 455.679
• InChiKey: FFFVBTQGIOPHLQ-XPWALMASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  32
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,4R,6R)-4-Hydroxy-6-pentadecyl-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 在 二苯基磷酸 、 三乙胺 作用下， 以 苯 为溶剂， 以70%的产率得到(3aS,6R,7aR)-2-Oxo-6-pentadecyl-hexahydro-oxazolo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Diastereoselective synthesis of 2,4,5-trisubstituted piperidines from enantiopure β-amino esters

  摘要：

  Reaction of (R)-beta-amino esters with methyl acrylate followed by Dieckmann condensation and enol silylation afforded the enol ethers 5, which were hydrogenated with catalysis by Raney-Ni to provide 2,4,5-trisubstituted piperidines with high diastereoselectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00537-7
• 作为产物：
  描述：

  (R)-3-Amino-octadecanoic acid methyl ester 在 镍 4-二甲氨基吡啶 、 sodium hydroxide 、 四丁基氟化铵 、 氢气 、 sodium 作用下， 生成 (3S,4R,6R)-4-Hydroxy-6-pentadecyl-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester
  参考文献：
  名称：

  Diastereoselective synthesis of 2,4,5-trisubstituted piperidines from enantiopure β-amino esters

  摘要：

  Reaction of (R)-beta-amino esters with methyl acrylate followed by Dieckmann condensation and enol silylation afforded the enol ethers 5, which were hydrogenated with catalysis by Raney-Ni to provide 2,4,5-trisubstituted piperidines with high diastereoselectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00537-7