tert-butyl (2S)-2-[[(2S,3S)-3-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]-5-hydroxy-2-[[(2S)-1-methoxy-3-methyl-1-oxobutan-2-yl]carbamoylamino]pentanoyl]amino]-4-methylpentanoate | 1370043-59-6

• 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 (2S)-2-[[(2S,3S)-3-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]-5-hydroxy-2-[[(2S)-1-methoxy-3-methyl-1-oxobutan-2-yl]carbamoylamino]pentanoyl]amino]-4-methylpentanoate
• CAS: 1370043-59-6
• 化学式: C₃₃H₆₀N₆O₁₁
• 分子量: 716.873
• InChiKey: XXJNLZDOCDVTQJ-MLCQCVOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  50
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  232
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-2-[[(2S,3S)-3-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]-5-hydroxy-2-[[(2S)-1-methoxy-3-methyl-1-oxobutan-2-yl]carbamoylamino]pentanoyl]amino]-4-methylpentanoate 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以76%的产率得到(S)-tert-butyl 2-((tert-butoxycarbonyl)imino)-4-((4S,8S,11S)-11-isobutyl-4-isopropyl-14,14-dimethyl-3,6,9,12-tetraoxo-2,13-dioxa-5,7,10-triazapentadecan-8-yl)-tetrahydropyrimidine-1(2H)-carboxylate
  参考文献：
  名称：

  Synthesis of Ureidomuraymycidine Derivatives for Structure– Activity Relationship Studies of Muraymycins

  摘要：

  One of the key constituents of the muraymycins is the 6-membered cyclic guanidine, (2S,3S)-muraymycidine (or epi-capreomycidine). In order to diversify the structure of the oligopeptide moiety of the muraymycins for thorough structure activity relationship studies, we have developed a highly stereoselective synthesis of ureidomuraymycidine derivatives with the lactone 4a.

  DOI：

  10.1021/jo300205b
• 作为产物：
  描述：

  (2S,6S,7S)-methyl 7-(2-acetoxyethyl)-6-(((S)-1-tert-butoxy-4-methyl-1-oxopentan-2-yl)carbamoyl)-2-isopropyl-11,11-dimethyl-4,9-dioxo-10-oxa-3,5,8-triazadodecan-1-oate 在 [tert-Bu₂SnCl(OH)]₂ 、 三乙胺 、 三氟乙酸 、 mercury dichloride 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.5h， 生成 tert-butyl (2S)-2-[[(2S,3S)-3-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]-5-hydroxy-2-[[(2S)-1-methoxy-3-methyl-1-oxobutan-2-yl]carbamoylamino]pentanoyl]amino]-4-methylpentanoate
  参考文献：
  名称：

  Synthesis of Ureidomuraymycidine Derivatives for Structure– Activity Relationship Studies of Muraymycins

  摘要：

  One of the key constituents of the muraymycins is the 6-membered cyclic guanidine, (2S,3S)-muraymycidine (or epi-capreomycidine). In order to diversify the structure of the oligopeptide moiety of the muraymycins for thorough structure activity relationship studies, we have developed a highly stereoselective synthesis of ureidomuraymycidine derivatives with the lactone 4a.

  DOI：

  10.1021/jo300205b