(1RS)-propanol, 1-cyano-(2S)-(tert.butyloxycarbonyl)amino- | 103865-01-6

• 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: (1RS)-propanol, 1-cyano-(2S)-(tert.butyloxycarbonyl)amino-
• 英文别名: tert-butyl N-(1-cyano-1-hydroxypropan-2-yl)carbamate
• CAS: 103865-01-6
• 化学式: C₉H₁₆N₂O₃
• 分子量: 200.238
• InChiKey: UQQLQRJZABVGGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  82.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 (1RS)-propanol, 1-cyano-(2S)-(tert.butyloxycarbonyl)amino- 在 盐酸 作用下， 反应 6.0h， 以100%的产率得到3-氨基-2-羟基丁酸甲酯
  参考文献：
  名称：

  Trifluoromethylphenyl as P2 for ketoamide-based cathepsin S inhibitors

  摘要：

  The trifluoromethylphenyl P2 motif from previously reported heteroarylnitrile series has been successfully applied for the design and synthesis of highly potent novel ketoamide-based cathepsin S inhibitors. The key in this process is the change of the torsion angle between the P2 phenyl ring and the attached secondary amide by adding a small Cl, F, or Me group at the 2-position. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.012
• 作为产物：
  描述：

  2-(Boc-amino)propionaldehyde 、 丙酮氰醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以100%的产率得到(1RS)-propanol, 1-cyano-(2S)-(tert.butyloxycarbonyl)amino-
  参考文献：
  名称：

  Trifluoromethylphenyl as P2 for ketoamide-based cathepsin S inhibitors

  摘要：

  The trifluoromethylphenyl P2 motif from previously reported heteroarylnitrile series has been successfully applied for the design and synthesis of highly potent novel ketoamide-based cathepsin S inhibitors. The key in this process is the change of the torsion angle between the P2 phenyl ring and the attached secondary amide by adding a small Cl, F, or Me group at the 2-position. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.012

文献信息

• PEPTIDES AS NS3-SERINE PROTEASE INHIBITORS OF HEPATITIS C VIRUS
  申请人：Schering Corporation

  公开号：EP1385870B1

  公开（公告）日：2010-03-17
• NOVEL PEPTIDES AS NS3-SERINE PROTEASE INHIBITORS OF HEPATITIS C VIRUS
  申请人：Schering Corporation

  公开号：EP1481000B1

  公开（公告）日：2010-06-02
• US7244721B2
  申请人：——

  公开号：US7244721B2

  公开（公告）日：2007-07-17
• Trifluoromethylphenyl as P2 for ketoamide-based cathepsin S inhibitors
  作者：Jiaqiang Cai、John Robinson、Simone Belshaw、Kathryn Everett、Xavier Fradera、Mario van Zeeland、Leon van Berkom、Peter van Rijnsbergen、Lucy Popplestone、Mark Baugh、Maureen Dempster、John Bruin、William Hamilton、Emma Kinghorn、Paul Westwood、Jennifer Kerr、Zoran Rankovic、Wullie Arbuckle、D. Jonathan Bennett、Philip S. Jones、Clive Long、Iain Martin、Joost C.M. Uitdehaag、Tommi Meulemans

  DOI：10.1016/j.bmcl.2010.10.012

  日期：2010.12

  The trifluoromethylphenyl P2 motif from previously reported heteroarylnitrile series has been successfully applied for the design and synthesis of highly potent novel ketoamide-based cathepsin S inhibitors. The key in this process is the change of the torsion angle between the P2 phenyl ring and the attached secondary amide by adding a small Cl, F, or Me group at the 2-position. (C) 2010 Elsevier Ltd. All rights reserved.