cyclo(N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-phenylalanyl-(R)-2-hydroxy-isovaleroyl) | 157800-20-9

• 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: cyclo(N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-phenylalanyl-(R)-2-hydroxy-isovaleroyl)
• 英文别名: (3S,6R,9S,12R,15S,18R)-3-benzyl-9,15-di((S)-sec-butyl)-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexaone；(3S,6R,9S,12R,15S,18R)-3-benzyl-9,15-bis[(2S)-butan-2-yl]-4,10,16-trimethyl-6,12,18-tri(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
• CAS: 157800-20-9
• 化学式: C₃₉H₆₁N₃O₉
• 分子量: 715.928
• InChiKey: RBZPQRUQINQAHL-KMZPGVCOSA-N

反应信息

• 作为反应物：
  描述：

  cyclo(N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-phenylalanyl-(R)-2-hydroxy-isovaleroyl) 在 platinum(IV) oxide 氢气 作用下， 以 水 、 溶剂黄146 为溶剂， 50.0 ℃ 、500.01 kPa 条件下， 反应 18.0h， 以38%的产率得到cyclo(N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-cyclohexylalanyl-(R)-2-hydroxy-isovaleroyl)
  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：

  benzyl (R)-2-hydroxy-3-methylbutanoate 在 盐酸 、 4-二甲氨基吡啶 、 1-氯-N,N,2-三甲基丙烯胺 、 palladium 10% on activated carbon 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 96.5h， 生成 cyclo(N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-isoleucyl-(R)-2-hydroxy-isovaleroyl-N-methyl-(S)-phenylalanyl-(R)-2-hydroxy-isovaleroyl)
  参考文献：
  名称：

  Enniatin A Analogues as Novel Hsp90 Inhibitors that Modulate Triple-Negative Breast Cancer

  摘要：

  DOI：

  10.1021/acsmedchemlett.3c00423