N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-phenylalanyl-(R)-lactic acid | 171872-20-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-phenylalanyl-(R)-lactic acid
• CAS: 171872-20-1
• 化学式: C₃₃H₅₁N₃O₁₀
• 分子量: 649.782
• InChiKey: IVDWVMQVIZUAIH-KRQFSUIDSA-N

物化性质

• 沸点：
  750.4±60.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-phenylalanyl-(R)-lactic acid 在 双(2-氧代-3-恶唑烷基)次磷酰氯 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以67%的产率得到cyclo(N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-phenylalanyl-(R)-lactyl)
  参考文献：
  名称：

  Synthesis and anthelmintic activity of cyclohexadepsipeptides with cyclohexylmethyl side chains

  摘要：

  Cyclohexadepsipeptides (CHDPs) with cyclohexylmethyl side chains represent novel enniatins with in vivo activity against the parasitic nematode Haemonchus contortus Rudolphi in sheep. It was found that the replacement of benzylic by cyclohexylmethyl side chains on the enniatin skeleton can increase anthelmintic efficacy. Here we report on a simple total synthesis of the precursors for this type of CHDPs and an efficient chemical transformation of the benzylic into the corresponding cyclohexylmethyl side chains. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.037
• 作为产物：
  描述：

  在 盐酸 作用下， 反应 16.0h， 生成 N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-isoleucyl-(R)-lactyl-N-methyl-(S)-phenylalanyl-(R)-lactic acid
  参考文献：
  名称：

  Synthesis and anthelmintic activity of cyclohexadepsipeptides with cyclohexylmethyl side chains

  摘要：

  Cyclohexadepsipeptides (CHDPs) with cyclohexylmethyl side chains represent novel enniatins with in vivo activity against the parasitic nematode Haemonchus contortus Rudolphi in sheep. It was found that the replacement of benzylic by cyclohexylmethyl side chains on the enniatin skeleton can increase anthelmintic efficacy. Here we report on a simple total synthesis of the precursors for this type of CHDPs and an efficient chemical transformation of the benzylic into the corresponding cyclohexylmethyl side chains. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.037