[(biphenyl-2-carbonyl)amino]acetic acid

• 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: [(biphenyl-2-carbonyl)amino]acetic acid
• 英文别名: N-(2-phenyl)benzoylglycine；2-[(2-Phenylbenzoyl)amino]acetic acid
• 化学式: C₁₅H₁₃NO₃
• 分子量: 255.273
• InChiKey: FXAYCDYSBCBLGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(biphenyl-2-carbonyl)amino]acetic acid 在 间苯二甲腈 、 菲 、 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 以23%的产率得到N-甲基联苯基-2-甲酰胺
  参考文献：
  名称：

  还原本位-基团环化到的五元脂环族氨基酸的轴承芳环ñ -通过光诱导电子转移促进脱羧（2-苯基）苯甲酰基

  摘要：

  已开发出一种新的自由基环化方法，用于通过光诱导电子转移（PET）促进的脱羧作用，从带有N-（2-苯基）苯甲酰基的脂环族氨基酸一步合成螺二氢异氢喹啉酮衍生物。还原本位-基团环化到通过自由基首次温和的条件下实现，虽然基板被限制为五元脂族羧酸的轴承的烷基的苯环ñ - （2-苯基）苯甲酰基。

  DOI：

  10.1016/j.tetlet.2017.01.038
• 作为产物：
  描述：

  苯甲酰氯 在 sodium acetate 、 palladium diacetate 、 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 生成 [(biphenyl-2-carbonyl)amino]acetic acid
  参考文献：
  名称：

  Palladium-catalyzed ortho-arylation of benzoic acid derivatives via C–H bond activation using an aminoacetic acid bidentate directing group

  摘要：

  A highly efficient protocol for the palladium-catalyzed ortho-arylation of benzoic acid derivatives by aryl iodides is described with an aminoacetic acid based N,O bidentate directing group. This protocol can be applied to various benzoyl aminoacetic acids and aryl iodides with both electron-donating and electron-withdrawing groups. Remarkably, the nature of a new directing group drives selective C-H bond activation to afford only monoarylation products in good to excellent yields. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2014.12.134

文献信息

• US7790905B2
  申请人：——

  公开号：US7790905B2

  公开（公告）日：2010-09-07
• US7927613B2
  申请人：——

  公开号：US7927613B2

  公开（公告）日：2011-04-19
• [EN] OXAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS CYTOKINE INHIBITORS<br/>[FR] DERIVES D'OXAZOLE, LEUR PREPARATION ET LEUR UTILISATION COMME INHIBITEURS DE CYTOKINES
  申请人：SANKYO CO

  公开号：WO2002064558A2

  公开（公告）日：2002-08-22

  Novel oxazole derivatives which have activity in inhibiting inflammatory cytokines, particularly IL-4, pharmaceutical compositions comprising said oxazole derivatives and methods of prophylaxis and treatment of diseases mediated by cytokines, particularly allergic diseases.
• Reductive ipso-radical cyclization onto aromatic rings of five-membered alicyclic amino acids bearing N-(2-phenyl)benzoyl groups by photoinduced electron transfer promoted decarboxylation
  作者：Tomoaki Yamada、Yui Ozaki、Mugen Yamawaki、Yoshihiko Sugiura、Kana Nishino、Toshio Morita、Yasuharu Yoshimi

  DOI：10.1016/j.tetlet.2017.01.038

  日期：2017.3

  A new radical cyclization has been developed for the one-step synthesis of spiro dihydroisoquinolinone derivatives from alicyclic amino acids bearing N-(2-phenyl)benzoyl groups through photoinduced electron transfer (PET)-promoted decarboxylation. Reductive ipso-radical cyclization onto a benzene ring by an alkyl radical is achieved under mild conditions for the first time, although the substrates

  已开发出一种新的自由基环化方法，用于通过光诱导电子转移（PET）促进的脱羧作用，从带有N-（2-苯基）苯甲酰基的脂环族氨基酸一步合成螺二氢异氢喹啉酮衍生物。还原本位-基团环化到通过自由基首次温和的条件下实现，虽然基板被限制为五元脂族羧酸的轴承的烷基的苯环ñ - （2-苯基）苯甲酰基。
• Palladium-catalyzed ortho-arylation of benzoic acid derivatives via C–H bond activation using an aminoacetic acid bidentate directing group
  作者：Xiaomeng Zhou、Qing Wang、Weihua Zhao、Songsong Xu、Wei Zhang、Junmin Chen

  DOI：10.1016/j.tetlet.2014.12.134

  日期：2015.2

  A highly efficient protocol for the palladium-catalyzed ortho-arylation of benzoic acid derivatives by aryl iodides is described with an aminoacetic acid based N,O bidentate directing group. This protocol can be applied to various benzoyl aminoacetic acids and aryl iodides with both electron-donating and electron-withdrawing groups. Remarkably, the nature of a new directing group drives selective C-H bond activation to afford only monoarylation products in good to excellent yields. (C) 2015 Published by Elsevier Ltd.