(9H-fluoren-9-yl)methyl ((5S,10S,Z)-6-amino-5-methyl-3,9-dioxo-1,11-diphenyl-2,8-dioxa-4,7-diazaundec-6-en-10-yl)carbamate | 1058149-13-5

• 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: (9H-fluoren-9-yl)methyl ((5S,10S,Z)-6-amino-5-methyl-3,9-dioxo-1,11-diphenyl-2,8-dioxa-4,7-diazaundec-6-en-10-yl)carbamate
• CAS: 1058149-13-5
• 化学式: C₃₅H₃₄N₄O₆
• 分子量: 606.678
• InChiKey: VLFBBHOLMXXTNR-FWUCURJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  45.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  141.34
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  benzyl (S,Z)-1-amino-1-(hydroxyimino)propan-2-ylcarbamate 、 N-(9-fluorenylmethoxycarbonyl)-L-phenylalanyl fluoride 在 N-甲基吗啉 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以73%的产率得到(9H-fluoren-9-yl)methyl ((5S,10S,Z)-6-amino-5-methyl-3,9-dioxo-1,11-diphenyl-2,8-dioxa-4,7-diazaundec-6-en-10-yl)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