tert-butyl N-[(1S)-1-[5-[(1S)-1-(9H-fluoren-9-ylmethoxycarbonylamino)-2-phenylethyl]-1,2,4-oxadiazol-3-yl]-2-phenylethyl]carbamate | 1058148-46-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: tert-butyl N-[(1S)-1-[5-[(1S)-1-(9H-fluoren-9-ylmethoxycarbonylamino)-2-phenylethyl]-1,2,4-oxadiazol-3-yl]-2-phenylethyl]carbamate
• CAS: 1058148-46-1
• 化学式: C₃₈H₃₈N₄O₅
• 分子量: 630.744
• InChiKey: OSFASSKVZWZSFO-LQJZCPKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  47
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(9-fluorenylmethoxycarbonyl)-L-phenylalanyl fluoride 、 (S)-tert-butyl (1-cyano-2-phenylethyl)carbamate 在 N-甲基吗啉 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 3.25h， 以70%的产率得到tert-butyl N-[(1S)-1-[5-[(1S)-1-(9H-fluoren-9-ylmethoxycarbonylamino)-2-phenylethyl]-1,2,4-oxadiazol-3-yl]-2-phenylethyl]carbamate
  参考文献：
  名称：

  Synthesis of 1,2,4-oxadiazole-linked orthogonally urethane-protected dipeptide mimetics

  摘要：

  The synthesis of a new class of 1,2,4-oxadiazole-linked orthogonally urethane-protected dipeptide mimetics is described. The protocol employs a reaction between an N-protected amino acyl fluoride and an amino acid-derived amidoxime. All the three commonly employed urethanes have been used in this protocol for N-protection. The course of the reaction was found to be high yielding and all new compounds were well characterized by NMR and mass spectroscopy. The C-acyl amidoxime intermediate has also been isolated as a stable solid. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.091