tert-butyl (S)-(1-iodo-4-(methylthio)butan-2-yl)carbamate | 1360471-07-3

• 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: tert-butyl (S)-(1-iodo-4-(methylthio)butan-2-yl)carbamate
• CAS: 1360471-07-3
• 化学式: C₁₀H₂₀INO₂S
• 分子量: 345.245
• InChiKey: IBYHKSQCKDBOFT-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-(1-iodo-4-(methylthio)butan-2-yl)carbamate 、 Z-Val-ψ[(C2N2O)SH] 在 N-甲基吗啉 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以89%的产率得到benzyl N-[(1S)-2-methyl-1-[5-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]carbamate
  参考文献：
  名称：

  A facile one-pot synthesis of Nα-Z/Boc-protected S-linked 1,3,4-oxadiazole tethered peptidomimetics

  摘要：

  A new class of S-linked 1,3,4-oxadiazole-tethered N-alpha-protected peptidomimetics is designed and synthesized by a reaction of N-alpha-Z/Boc-protected 1,3,4-oxadiazole-2-thiol with alpha-bromo ester derived from amino acid. The protocol has also been employed for the synthesis of glycosylated amino acids and N,N'-orthogonally protected dipeptidomimetics bearing S-linked 1,3,4-oxadiazole mimetics as well. The intermediate 5-alkyl amino-1,3,4-oxadiazole-2-thiols have been isolated as stable compounds. Further, the chain extension at both N- and C-termini of N-protected S-linked 1,3,4-oxadiazole tethered dipeptidomimetics was also demonstrated. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.093