ethyl 2-[(1S)-1-(1,3-dioxoisoindol-2-yl)-2-phenylethyl]-1,3-oxazole-5-carboxylate | 212002-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: ethyl 2-[(1S)-1-(1,3-dioxoisoindol-2-yl)-2-phenylethyl]-1,3-oxazole-5-carboxylate
• CAS: 212002-90-9
• 化学式: C₂₂H₁₈N₂O₅
• 分子量: 390.395
• InChiKey: HSGRRKFXNSOPIE-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  89.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(1S)-1-(1,3-dioxoisoindol-2-yl)-2-phenylethyl]-1,3-oxazole-5-carboxylate 在 肼 作用下， 生成 2-((S)-1-Amino-2-phenyl-ethyl)-oxazole-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones: the synthesis of almazoles A and B

  摘要：

  2-(1-Aminoalkyl)oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol-5(2H)one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01014-4
• 作为产物：
  描述：

  乙基5-氧代-2,5-二氢-1,2-恶唑-4-羧酸酯 以 丙酮 为溶剂， 生成 ethyl 2-[(1S)-1-(1,3-dioxoisoindol-2-yl)-2-phenylethyl]-1,3-oxazole-5-carboxylate
  参考文献：
  名称：

  A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones: the synthesis of almazoles A and B

  摘要：

  2-(1-Aminoalkyl)oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol-5(2H)one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01014-4

文献信息

• A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones: the synthesis of almazoles A and B
  作者：Jabbar Khalafy、Carina E. Svensson、Rolf H. Prager、Craig M. Williams

  DOI：10.1016/s0040-4039(98)01014-4

  日期：1998.7

  2-(1-Aminoalkyl)oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol-5(2H)one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described (C) 1998 Elsevier Science Ltd. All rights reserved.