(3R,5S)-5-((S)-1-Amino-2-cyclohexyl-ethyl)-3-isobutyl-dihydro-furan-2-one | 783267-59-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (3R,5S)-5-((S)-1-Amino-2-cyclohexyl-ethyl)-3-isobutyl-dihydro-furan-2-one
• 英文别名: (3R,5S)-5-[(1S)-1-amino-2-cyclohexylethyl]-3-(2-methylpropyl)oxolan-2-one
• CAS: 783267-59-4
• 化学式: C₁₆H₂₉NO₂
• 分子量: 267.412
• InChiKey: BSURHILFCJYYOC-ILXRZTDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,5S)-5-((S)-1-Amino-2-cyclohexyl-ethyl)-3-isobutyl-dihydro-furan-2-one 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Quinoline-3-carboxylic acid ((1S,2S,4R)-1-cyclohexylmethyl-2-hydroxy-6-methyl-4-methylcarbamoyl-heptyl)-amide
  参考文献：
  名称：

  The discovery of structurally novel CCR1 antagonists derived from a hydroxyethylene peptide isostere template

  摘要：

  The present manuscript details the discovery and early fundamental structure-activity relationship studies, involving compound 3, a novel hydroxyethylene peptide isostere derived molecule that provides micromolar inhibition of CCL3 binding to its receptor CCR1. Initial studies established this screening hit as a legitimate lead for further medicinal chemistry optimization. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.020
• 作为产物：
  描述：

  (5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-one 在 palladium on activated charcoal 氢气 、 三氟乙酸 、 lithium hexamethyldisilazane 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 (3R,5S)-5-((S)-1-Amino-2-cyclohexyl-ethyl)-3-isobutyl-dihydro-furan-2-one
  参考文献：
  名称：

  The discovery of structurally novel CCR1 antagonists derived from a hydroxyethylene peptide isostere template

  摘要：

  The present manuscript details the discovery and early fundamental structure-activity relationship studies, involving compound 3, a novel hydroxyethylene peptide isostere derived molecule that provides micromolar inhibition of CCL3 binding to its receptor CCR1. Initial studies established this screening hit as a legitimate lead for further medicinal chemistry optimization. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.020

文献信息

• The discovery of structurally novel CCR1 antagonists derived from a hydroxyethylene peptide isostere template
  作者：John C Kath、Amy P DiRico、Ronald P Gladue、William H Martin、Eric B McElroy、Ingrid A Stock、Laurie A Tylaska、Deye Zheng

  DOI：10.1016/j.bmcl.2004.02.020

  日期：2004.5

  The present manuscript details the discovery and early fundamental structure-activity relationship studies, involving compound 3, a novel hydroxyethylene peptide isostere derived molecule that provides micromolar inhibition of CCL3 binding to its receptor CCR1. Initial studies established this screening hit as a legitimate lead for further medicinal chemistry optimization. (C) 2004 Elsevier Ltd. All rights reserved.