2-(N-tert-butoxycarbonyl-aminooxy)-N-(3-benzoyl-phenyl)-acetamide | 679406-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(N-tert-butoxycarbonyl-aminooxy)-N-(3-benzoyl-phenyl)-acetamide
• 英文别名: tert-butyl N-[2-(3-benzoylanilino)-2-oxoethoxy]carbamate
• CAS: 679406-29-2
• 化学式: C₂₀H₂₂N₂O₅
• 分子量: 370.405
• InChiKey: OYETYKASFAZVII-UHFFFAOYSA-N

物化性质

• 熔点：
  129-130 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(N-tert-butoxycarbonyl-aminooxy)-N-(3-benzoyl-phenyl)-acetamide 在 sodium hydroxide 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 51.0h， 生成 [(3R,4S,5R,8S,9S,12R)-12-[(2S,3S,6R,8S,9R)-8-[(3S,4E)-4-[2-(3-benzoylanilino)-2-oxoethoxy]imino-3-methylpentyl]-3,9-dimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]-5,9-dihydroxy-4-methoxy-2,8-dimethyl-7-oxotridecan-3-yl] (3R)-3-hydroxy-3-(4-methyl-2,5-dioxofuran-3-yl)propanoate
  参考文献：
  名称：

  Synthesis of photoaffinity probes of tautomycin

  摘要：

  Two types of photoaffinity: probe, which possesses a benzophenone or a diazirine photophore on the 2-position of tautomycin, were prepared in order to prove the details of binding site to PP1. These photoaffinity probes were designed on the basis of the structure-activity relationship; thus, the diacid moiety is indispensable. The selective introduction of photolabeling units on the 2-position of tautomycin was achieved through the 2-oxime of tautomycin diacid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.053
• 作为产物：
  描述：

  3-氨基苯基苯甲酮 、 叔丁氧羰基氨氧基乙酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以72%的产率得到2-(N-tert-butoxycarbonyl-aminooxy)-N-(3-benzoyl-phenyl)-acetamide
  参考文献：
  名称：

  Synthesis of photoaffinity probes of tautomycin

  摘要：

  Two types of photoaffinity: probe, which possesses a benzophenone or a diazirine photophore on the 2-position of tautomycin, were prepared in order to prove the details of binding site to PP1. These photoaffinity probes were designed on the basis of the structure-activity relationship; thus, the diacid moiety is indispensable. The selective introduction of photolabeling units on the 2-position of tautomycin was achieved through the 2-oxime of tautomycin diacid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.053