(S)-N-((S)-1-Benzyloxycarbonyl-2-phenyl-ethyl)-3-{2-[(3S,3aR,5S,7S,7aS)-3-benzyloxy-5-isobutoxy-7-(3-phenyl-propionyloxymethyl)-hexahydro-pyrano[3,4-b]pyrrol-1-yl]-acetylamino}-succinamic acid benzyl ester | 871483-82-8

• 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: (S)-N-((S)-1-Benzyloxycarbonyl-2-phenyl-ethyl)-3-{2-[(3S,3aR,5S,7S,7aS)-3-benzyloxy-5-isobutoxy-7-(3-phenyl-propionyloxymethyl)-hexahydro-pyrano[3,4-b]pyrrol-1-yl]-acetylamino}-succinamic acid benzyl ester
• CAS: 871483-82-8
• 化学式: C₅₇H₆₅N₃O₁₁
• 分子量: 968.157
• InChiKey: UXLRYSDPFZVYLE-IAIKOQDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.93
• 重原子数：
  71.0
• 可旋转键数：
  25.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  168.03
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (S)-N-((S)-1-Benzyloxycarbonyl-2-phenyl-ethyl)-3-{2-[(3S,3aR,5S,7S,7aS)-3-benzyloxy-5-isobutoxy-7-(3-phenyl-propionyloxymethyl)-hexahydro-pyrano[3,4-b]pyrrol-1-yl]-acetylamino}-succinamic acid benzyl ester 在 palladium on activated charcoal 甲酸 作用下， 以 甲醇 为溶剂， 以70%的产率得到(S)-N-((S)-1-Carboxy-2-phenyl-ethyl)-3-{2-[(3S,3aR,5S,7S,7aS)-3-hydroxy-5-isobutoxy-7-(3-phenyl-propionyloxymethyl)-hexahydro-pyrano[3,4-b]pyrrol-1-yl]-acetylamino}-succinamic acid
  参考文献：
  名称：

  Design, synthesis, and evaluation of octahydropyranopyrrole-based inhibitors of mammalian ribonucleotide reductase

  摘要：

  Inhibitors of mammalian ribonucleotide reductase possessing a novel octahydropyranopyrrole scaffold based on a cyclic heptapeptide inhibitor have been designed, synthesized, and evaluated. Structure-function studies reveal that the bicyclic scaffold is indeed necessary to maintain inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.062
• 作为产物：
  描述：

  (3S,3aR,5S,7S,7aS)-3-Benzyloxy-5-isobutoxy-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrole 在 吡啶 、 氢氧化钾 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 potassium carbonate 、 1-羟基苯并三唑 、 氟化氢吡啶 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (S)-N-((S)-1-Benzyloxycarbonyl-2-phenyl-ethyl)-3-{2-[(3S,3aR,5S,7S,7aS)-3-benzyloxy-5-isobutoxy-7-(3-phenyl-propionyloxymethyl)-hexahydro-pyrano[3,4-b]pyrrol-1-yl]-acetylamino}-succinamic acid benzyl ester
  参考文献：
  名称：

  Design, synthesis, and evaluation of octahydropyranopyrrole-based inhibitors of mammalian ribonucleotide reductase

  摘要：

  Inhibitors of mammalian ribonucleotide reductase possessing a novel octahydropyranopyrrole scaffold based on a cyclic heptapeptide inhibitor have been designed, synthesized, and evaluated. Structure-function studies reveal that the bicyclic scaffold is indeed necessary to maintain inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.062