Benzeneacetic acid, I+/--[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (R)- | 144644-06-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Benzeneacetic acid, I+/--[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (R)-
• 英文别名: tert-butyl (2R)-2-phenyl-2-(phenylmethoxycarbonylamino)acetate
• CAS: 144644-06-4
• 化学式: C₂₀H₂₃NO₄
• 分子量: 341.407
• InChiKey: UIYDKIPEEJMONH-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氨基甲酸苄酯 、 2-重氮基-2-苯基乙酸叔丁酯酯 在 silver hexafluoroantimonate 、 copper(I) bromide (-)-bpy* 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.5h， 生成 N-benzyloxycarbonyl-L-2-phenylglycine t-butyl ester 、 Benzeneacetic acid, I+/--[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (R)-
  参考文献：
  名称：

  Copper-Catalyzed Asymmetric N−H Insertion Reactions:  Couplings of Diazo Compounds with Carbamates to Generate α-Amino Acids

  摘要：

  A Cu/chiral bipyridine catalyst has been developed for the asymmetric insertion of alpha-diazocarbonyl compounds into the N-H bonds of carbamates to generate an array of easily deprotected arylglycines in good ee. With respect to the reaction partners, as well as the ligand, this process complements the only other report of highly enantioselective N-H insertion reactions.

  DOI：

  10.1021/ja074483j

文献信息

• Copper-Catalyzed Asymmetric N−H Insertion Reactions:  Couplings of Diazo Compounds with Carbamates to Generate α-Amino Acids
  作者：Elaine C. Lee、Gregory C. Fu

  DOI：10.1021/ja074483j

  日期：2007.10.1

  A Cu/chiral bipyridine catalyst has been developed for the asymmetric insertion of alpha-diazocarbonyl compounds into the N-H bonds of carbamates to generate an array of easily deprotected arylglycines in good ee. With respect to the reaction partners, as well as the ligand, this process complements the only other report of highly enantioselective N-H insertion reactions.