tert-butyl [(2-{[(2-tert-butoxy-2-oxoethyl)amino]carbonyl}-2-hydroxy-3-({2-[tert-butoxycarbonylamino]-3-methoxy-3-oxopropyl}thio)-5-methylhexanoyl)amino]acetate | 1258865-66-5

• 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: tert-butyl [(2-{[(2-tert-butoxy-2-oxoethyl)amino]carbonyl}-2-hydroxy-3-({2-[tert-butoxycarbonylamino]-3-methoxy-3-oxopropyl}thio)-5-methylhexanoyl)amino]acetate
• 英文别名: methyl (2R)-3-[2-hydroxy-5-methyl-1-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]-2-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]carbamoyl]-1-oxohexan-3-yl]sulfanyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 1258865-66-5
• 化学式: C₂₉H₅₁N₃O₁₁S
• 分子量: 649.803
• InChiKey: DKFUNKIAPFALCE-OYKVQYDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  44
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  221
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  Tert-butyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]carbamoyl]-3-(2-methylpropyl)oxirane-2-carbonyl]amino]acetate 、 N-[(tert-butoxy)carbonyl]-L-cysteine methyl ester 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以83%的产率得到tert-butyl [(2-{[(2-tert-butoxy-2-oxoethyl)amino]carbonyl}-2-hydroxy-3-({2-[tert-butoxycarbonylamino]-3-methoxy-3-oxopropyl}thio)-5-methylhexanoyl)amino]acetate
  参考文献：
  名称：

  Synthesis of epoxy and aziridino malonyl peptidomimetics

  摘要：

  Short malonyl dehydro peptides have been epoxidized using H2O2/Na2WO4 dihydrate. The obtained diastereomeric epoxides were separated by HPLC and successfully tested in the ring opening reaction with N-Boc L-cysteine methyl ester, to indicate their electrophilic behavior. Moreover, by a simple two-step reaction, the epoxy malonyl peptides can be converted into the corresponding aziridino malonyl peptides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.097