8-Hydroxymethyl-1-oxa-2-aza-spiro[4.5]dec-2-ene-3-carboxylic acid ethyl ester | 197079-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 8-Hydroxymethyl-1-oxa-2-aza-spiro[4.5]dec-2-ene-3-carboxylic acid ethyl ester
• 英文别名: ethyl 8-(hydroxymethyl)-1-oxa-2-azaspiro[4.5]dec-2-ene-3-carboxylate
• CAS: 197079-31-5
• 化学式: C₁₂H₁₉NO₄
• 分子量: 241.287
• InChiKey: BMKZGAYKVUQZOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  68.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-Hydroxymethyl-1-oxa-2-aza-spiro[4.5]dec-2-ene-3-carboxylic acid ethyl ester 在 N-甲基吗啉 、 titanium(IV) isopropylate 、 lithium hydroxide 、 sodium tetrahydroborate 、 草酰氯 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-3-({8-[(1H-Benzoimidazol-2-ylamino)-methyl]-1-oxa-2-aza-spiro[4.5]dec-2-ene-3-carbonyl}-amino)-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of nonpeptide integrin antagonists containing spirocyclic scaffolds

  摘要：

  Analogues of isoxazoline alpha(v)beta(3) antagonist 1 designed to further restrict the four carbon alkyl tether were prepared by incorporating two spirocyclic scaffolds, 1-oxa-2-azaspiro[4,5]dec-2-ene and 1-oxa-2,7-diazaspiro[4,4]non-2-ene. Additional optimization provided potent antagonists of both alpha(v)beta(3) and alpha(5)beta(1) which are selective over GPIIb/IIIa. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.057
• 作为产物：
  描述：

  硝基丙二酸二乙酯 、 4-亚甲基环己基甲醇 以 均三甲苯 为溶剂， 生成 8-Hydroxymethyl-1-oxa-2-aza-spiro[4.5]dec-2-ene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of nonpeptide integrin antagonists containing spirocyclic scaffolds

  摘要：

  Analogues of isoxazoline alpha(v)beta(3) antagonist 1 designed to further restrict the four carbon alkyl tether were prepared by incorporating two spirocyclic scaffolds, 1-oxa-2-azaspiro[4,5]dec-2-ene and 1-oxa-2,7-diazaspiro[4,4]non-2-ene. Additional optimization provided potent antagonists of both alpha(v)beta(3) and alpha(5)beta(1) which are selective over GPIIb/IIIa. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.057