2-tert-butoxycarbonylamino-3-(9-oxo-9H-xanthen-2-yl)propionic acid | 1445772-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-tert-butoxycarbonylamino-3-(9-oxo-9H-xanthen-2-yl)propionic acid
• 英文别名: (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(9-oxoxanthen-2-yl)propanoic acid
• CAS: 1445772-46-2
• 化学式: C₂₁H₂₁NO₆
• 分子量: 383.401
• InChiKey: CKXWYDJLHMTHMH-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-tert-butoxycarbonylamino-3-(9-oxo-9H-xanthen-2-yl)propionic acid methyl ester 在 subtilisin Carlsberg 作用下， 以 aq. phosphate buffer 、 乙腈 为溶剂， 反应 16.0h， 以84%的产率得到2-tert-butoxycarbonylamino-3-(9-oxo-9H-xanthen-2-yl)propionic acid
  参考文献：
  名称：

  Synthesis and fluorescence of xanthone amino acids

  摘要：

  Fmoc- and Boc-protected alpha-amino acids bearing xanthone as side chain are easily accessible by palladium-catalyzed cross-coupling of a xanthone triflate with appropriate amino acid residues. The xanthone triflate was obtained in three steps taking advantage of a high-yield and mild copper-catalyzed diarylether formation. The new xanthone amino acid (Xan-aa) shows typical xanthone fluorescence properties suitable for studying folding processes of polypeptides by triplet-triplet energy transfer (TTET). (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.113

文献信息

• Synthesis and fluorescence of xanthone amino acids
  作者：Christian Hoppmann、Ulrike Alexiev、Elisabeth Irran、Karola Rück-Braun

  DOI：10.1016/j.tetlet.2013.06.113

  日期：2013.8

  Fmoc- and Boc-protected alpha-amino acids bearing xanthone as side chain are easily accessible by palladium-catalyzed cross-coupling of a xanthone triflate with appropriate amino acid residues. The xanthone triflate was obtained in three steps taking advantage of a high-yield and mild copper-catalyzed diarylether formation. The new xanthone amino acid (Xan-aa) shows typical xanthone fluorescence properties suitable for studying folding processes of polypeptides by triplet-triplet energy transfer (TTET). (c) 2013 Elsevier Ltd. All rights reserved.