ethyl 2-[[(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl](15N)amino]acetate | 1010079-66-9

• 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: ethyl 2-[[(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl](15N)amino]acetate
• CAS: 1010079-66-9
• 化学式: C₁₄H₂₆N₂O₅
• 分子量: 303.364
• InChiKey: FJMIIVRCQWRALB-ATIMDCQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  ethyl 2-[[(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl](15N)amino]acetate 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以88%的产率得到(3S)-3-propan-2-yl-(115N)1,4-diazinane-2,5-dione
  参考文献：
  名称：

  [15N]-Isotopic labeling: a suitable tool to study the reactivity of bis lactams

  摘要：

  The unexpected reactivity of 2,5-diketopiperazines under basic conditions, thanks to N-Boc activation, allows access to valuable pharmacological scaffolds, such as original statine derivatives. Toward this transannular rearrangement of activated lactams (TRAL), we report here the study of his lactam reactivity using [(15)N]-isotopic labeling. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.159
• 作为产物：
  描述：

  N-Boc-L-缬氨酸 、 <15N>glycine ethyl ester hydrochloride 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到ethyl 2-[[(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl](15N)amino]acetate
  参考文献：
  名称：

  [15N]-Isotopic labeling: a suitable tool to study the reactivity of bis lactams

  摘要：

  The unexpected reactivity of 2,5-diketopiperazines under basic conditions, thanks to N-Boc activation, allows access to valuable pharmacological scaffolds, such as original statine derivatives. Toward this transannular rearrangement of activated lactams (TRAL), we report here the study of his lactam reactivity using [(15)N]-isotopic labeling. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.159

文献信息

• [15N]-Isotopic labeling: a suitable tool to study the reactivity of bis lactams
  作者：Thibault Coursindel、Daniel Farran、Jean Martinez、Georges Dewynter

  DOI：10.1016/j.tetlet.2007.11.159

  日期：2008.1

  The unexpected reactivity of 2,5-diketopiperazines under basic conditions, thanks to N-Boc activation, allows access to valuable pharmacological scaffolds, such as original statine derivatives. Toward this transannular rearrangement of activated lactams (TRAL), we report here the study of his lactam reactivity using [(15)N]-isotopic labeling. (C) 2007 Elsevier Ltd. All rights reserved.