benzyl N-[(1S)-2-methyl-1-[3-[(1S)-3-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,2,4-oxadiazol-5-yl]propyl]carbamate | 1058148-44-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl N-[(1S)-2-methyl-1-[3-[(1S)-3-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,2,4-oxadiazol-5-yl]propyl]carbamate
• CAS: 1058148-44-9
• 化学式: C₂₄H₃₆N₄O₅
• 分子量: 460.574
• InChiKey: HJAAAJKKFDRPRS-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl N-[(1S)-2-methyl-1-[3-[(1S)-3-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,2,4-oxadiazol-5-yl]propyl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  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
• 作为产物：
  描述：

  Cbz-Val-F 、 Boc-Leu-ψ 在 N-甲基吗啉 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 3.25h， 以65%的产率得到benzyl N-[(1S)-2-methyl-1-[3-[(1S)-3-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,2,4-oxadiazol-5-yl]propyl]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

文献信息

• Synthesis of 1,2,4-oxadiazole-linked orthogonally urethane-protected dipeptide mimetics
  作者：Vommina V. Sureshbabu、Hosahalli P. Hemantha、Shankar A. Naik

  DOI：10.1016/j.tetlet.2008.06.091

  日期：2008.8

  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.