tert-butyl N-[(2S)-4-methyl-1-(methylamino)pentan-2-yl]carbamate | 1015083-67-6

• 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: tert-butyl N-[(2S)-4-methyl-1-(methylamino)pentan-2-yl]carbamate
• CAS: 1015083-67-6
• 化学式: C₁₂H₂₆N₂O₂
• 分子量: 230.351
• InChiKey: ZHVRELAWIPYAHB-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-4-methyl-1-(methylamino)pentan-2-yl]carbamate 在 吡啶 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 2.08h， 生成 C₂₀H₃₃N₃O₆Si
  参考文献：
  名称：

  Biphenyl/diphenyl ether renin inhibitors: Filling the S1 pocket of renin via the S3 pocket

  摘要：

  Structure-based design led to the discovery of a novel class of renin inhibitors in which an unprecedented phenyl ring filling the S1 site is attached to the phenyl ring filling the S3 pocket. Optimization for several parameters including potency in the presence of human plasma, selectivity against CYP3A4 inhibition and improved rat oral bioavailability led to the identification of 8d which demonstrated antihypertensive efficacy in a transgenic rat model of human hypertension. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.043
• 作为产物：
  描述：

  N^α-[(1,1-dimethylethoxy)carbonyl]-N-methyl-L-leucinamide 在 红铝 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 tert-butyl N-[(2S)-4-methyl-1-(methylamino)pentan-2-yl]carbamate
  参考文献：
  名称：

  Biphenyl/diphenyl ether renin inhibitors: Filling the S1 pocket of renin via the S3 pocket

  摘要：

  Structure-based design led to the discovery of a novel class of renin inhibitors in which an unprecedented phenyl ring filling the S1 site is attached to the phenyl ring filling the S3 pocket. Optimization for several parameters including potency in the presence of human plasma, selectivity against CYP3A4 inhibition and improved rat oral bioavailability led to the identification of 8d which demonstrated antihypertensive efficacy in a transgenic rat model of human hypertension. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.043

文献信息

• A One-Pot, Solid-Phase Synthesis of Secondary Amines from Reactive Alkyl Halides and an Alkyl Azide
  作者：Björn Classon、Susana Ayesa、Bertil Samuelsson

  DOI：10.1055/s-2007-990927

  日期：2008.1

  The first part of this thesis addresses the design and synthesis of amine building blocks accomplished by applying two different synthetic procedures, both of which were developed using solid-phase chemistry. Chapter 1 presents the first of these methods, entailing a practical solid-phase parallel synthesis route to N-monoalkylated aminopiperidines and aminopyrrolidines achieved by selective reductive

  本论文的第一部分讨论了通过应用两种不同的合成程序完成的胺结构单元的设计和合成，这两种合成程序都是使用固相化学开发的。第 1 章介绍了这些方法中的第一种方法，包括通过伯胺和/或仲胺的选择性还原烷基化获得 N-单烷基化氨基哌啶和氨基吡咯烷的实用固相平行合成路线。固相核磁共振波谱用于监测开发新脉冲序列的反应。第二种方法，在第 2 章中报道，涉及一种从反应性烷基卤化物和叠氮化物开始合成仲胺的新方法。设计的方便的固相方案利用施陶丁格反应来实现 N-烷基膦或 N-芳基膦与反应性烷基卤的高效烷基化。论文的第二部分描述了针对半胱氨酸蛋白酶组织蛋白酶 S 和 K 以及丝氨酸蛋白酶丙型肝炎病毒 (HCV) NS3 蛋白酶的三类蛋白酶抑制剂的设计和合成。第 4 章涵盖了 4-amidofurane-3-one P1 的组织蛋白酶 S 抑制剂的设计、固相合成和构效关系，以及 P3 磺酰胺基团对相关组织蛋白酶蛋白酶
• Biphenyl/diphenyl ether renin inhibitors: Filling the S1 pocket of renin via the S3 pocket
  作者：Jing Yuan、Robert D. Simpson、Wei Zhao、Colin M. Tice、Zhenrong Xu、Salvacion Cacatian、Lanqi Jia、Patrick T. Flaherty、Joan Guo、Alexey Ishchenko、Zhongren Wu、Brian M. McKeever、Boyd B. Scott、Yuri Bukhtiyarov、Jennifer Berbaum、Reshma Panemangalore、Ross Bentley、Christopher P. Doe、Richard K. Harrison、Gerard M. McGeehan、Suresh B. Singh、Lawrence W. Dillard、John J. Baldwin、David A. Claremon

  DOI：10.1016/j.bmcl.2011.06.043

  日期：2011.8

  Structure-based design led to the discovery of a novel class of renin inhibitors in which an unprecedented phenyl ring filling the S1 site is attached to the phenyl ring filling the S3 pocket. Optimization for several parameters including potency in the presence of human plasma, selectivity against CYP3A4 inhibition and improved rat oral bioavailability led to the identification of 8d which demonstrated antihypertensive efficacy in a transgenic rat model of human hypertension. (C) 2011 Elsevier Ltd. All rights reserved.