tert-butyl (R)-amino(4-(2-hydroxy-1-phenylethoxy)benzo[b]thiophen-2-yl)methylenecarbamate | 1209492-97-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: tert-butyl (R)-amino(4-(2-hydroxy-1-phenylethoxy)benzo[b]thiophen-2-yl)methylenecarbamate
• 英文别名: tert-butyl N-[amino-[4-[(1R)-2-hydroxy-1-phenylethoxy]-1-benzothiophen-2-yl]methylidene]carbamate
• CAS: 1209492-97-6
• 化学式: C₂₂H₂₄N₂O₄S
• 分子量: 412.51
• InChiKey: RUANALAZIYIMDQ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (R)-(2-t-Boc-carbamimidoylbenzo[b]thiophen-4-yloxy)phenylacetic acid (S)-1-methyl-2-oxo-2-pyrrolidin-1-ylethyl ester 在 lithium aluminium tetrahydride 、 甲醇 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到tert-butyl (R)-amino(4-(2-hydroxy-1-phenylethoxy)benzo[b]thiophen-2-yl)methylenecarbamate
  参考文献：
  名称：

  Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors

  摘要：

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.

  DOI：

  10.1021/jm901476x

文献信息

• Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors
  作者：Shouming Wang、Richard Beck、Andrew Burd、Toby Blench、Frederic Marlin、Tenagne Ayele、Stuart Buxton、Claudio Dagostin、Maja Malic、Rina Joshi、John Barry、Mohammed Sajad、Chiming Cheung、Shaheda Shaikh、Suresh Chahwala、Chaman Chander、Christine Baumgartner、Hans-Peter Holthoff、Elizabeth Murray、Michael Blackney、Amanda Giddings

  DOI：10.1021/jm901476x

  日期：2010.2.25

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.