(S)-N-((S)-1-Benzyloxycarbonyl-2-phenyl-ethyl)-3-{2-[((2S,3S,6S)-2-hydroxymethyl-6-isobutoxy-3,6-dihydro-2H-pyran-3-yl)-methyl-amino]-acetylamino}-succinamic acid benzyl ester | 871483-69-1

• 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-[((2S,3S,6S)-2-hydroxymethyl-6-isobutoxy-3,6-dihydro-2H-pyran-3-yl)-methyl-amino]-acetylamino}-succinamic acid benzyl ester
• CAS: 871483-69-1
• 化学式: C₄₀H₄₉N₃O₉
• 分子量: 715.844
• InChiKey: CTPUHLQZDKWUBK-KPCONBHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  52.0
• 可旋转键数：
  19.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  152.73
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-N-((S)-1-Benzyloxycarbonyl-2-phenyl-ethyl)-3-{2-[((2S,3S,6S)-2-hydroxymethyl-6-isobutoxy-3,6-dihydro-2H-pyran-3-yl)-methyl-amino]-acetylamino}-succinamic acid benzyl ester 在 palladium on activated charcoal 4-二甲氨基吡啶 、 甲酸 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (S)-N-((S)-1-Carboxy-2-phenyl-ethyl)-3-(2-{[(2S,3S,6S)-6-isobutoxy-2-(3-phenyl-propionyloxymethyl)-3,6-dihydro-2H-pyran-3-yl]-methyl-amino}-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：

  [2-(tert-butyl-dimethyl-silanyloxymethyl)-6-isobutoxy-3,6-dihydro-2H-pyran-3-yl]-methyl-amine 在 氟化氢吡啶 作用下， 生成 (S)-N-((S)-1-Benzyloxycarbonyl-2-phenyl-ethyl)-3-{2-[((2S,3S,6S)-2-hydroxymethyl-6-isobutoxy-3,6-dihydro-2H-pyran-3-yl)-methyl-amino]-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