(2-tert-Butoxy-1-tetradecylaminomethyl-ethyl)-carbamic acid tert-butyl ester | 203065-12-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2-tert-Butoxy-1-tetradecylaminomethyl-ethyl)-carbamic acid tert-butyl ester
• CAS: 203065-12-7
• 化学式: C₂₆H₅₄N₂O₃
• 分子量: 442.726
• InChiKey: KTPYMKNQXXDKPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.99
• 重原子数：
  31.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  59.59
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2-tert-Butoxy-1-tetradecylaminomethyl-ethyl)-carbamic acid tert-butyl ester 在 palladium on activated charcoal 2,6-二甲基吡啶 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (S)-2-[(3-tert-Butoxy-2-tert-butoxycarbonylamino-propyl)-tetradecyl-amino]-3-methyl-butyric acid
  参考文献：
  名称：

  Novel conformationally constrained analogues of diacylglycerol. Protein kinase C binding affinity of simplified compounds based on a 6-membered lactam moiety

  摘要：

  Four configurational isomers of 6-hydroxymethyl-3-isopropyl-4-tetradecylpiperazin-2-ones (4-7), which were designed based on information obtained from the biologically active conformation of teleocidins and benzolactams, were synthesized and evaluated for their ability to compete with [H-3]phorbol 12,13-dibutyrate in a PKC delta binding assay. Among the compounds, the 3S,6S-isomer (5) showed moderate binding affinity, 8-30 fold more potent than for the other isomers. This indicates that the relative position of the hydrogen-bonding sites and hydrophobic regions of 5 fits into the cavity of PKC delta binding site. Compound 5 provides a conformationally constrained analogue of diacylglycerol. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10129-9
• 作为产物：
  描述：

  methyl N-(tert-butoxycarbonyl)-O-(tert-butyl)-L-serinate 在 二异丁基氢化铝 、 sodium cyanoborohydride 作用下， 以 甲苯 为溶剂， 生成 (2-tert-Butoxy-1-tetradecylaminomethyl-ethyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Novel conformationally constrained analogues of diacylglycerol. Protein kinase C binding affinity of simplified compounds based on a 6-membered lactam moiety

  摘要：

  Four configurational isomers of 6-hydroxymethyl-3-isopropyl-4-tetradecylpiperazin-2-ones (4-7), which were designed based on information obtained from the biologically active conformation of teleocidins and benzolactams, were synthesized and evaluated for their ability to compete with [H-3]phorbol 12,13-dibutyrate in a PKC delta binding assay. Among the compounds, the 3S,6S-isomer (5) showed moderate binding affinity, 8-30 fold more potent than for the other isomers. This indicates that the relative position of the hydrogen-bonding sites and hydrophobic regions of 5 fits into the cavity of PKC delta binding site. Compound 5 provides a conformationally constrained analogue of diacylglycerol. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10129-9