(S)-3-{(R)-2-[(2R,3S,5R,6S)-3-Benzyloxycarbonylmethoxy-6-(tert-butoxycarbonylamino-methyl)-5-isobutoxy-tetrahydro-pyran-2-yl]-propionylamino}-N-((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-succinamic acid benzyl ester | 220034-00-4

• 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)-3-{(R)-2-[(2R,3S,5R,6S)-3-Benzyloxycarbonylmethoxy-6-(tert-butoxycarbonylamino-methyl)-5-isobutoxy-tetrahydro-pyran-2-yl]-propionylamino}-N-((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-succinamic acid benzyl ester
• 英文别名: benzyl (3S)-3-[[(2R)-2-[(2R,3S,5R,6S)-6-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-5-(2-methylpropoxy)-3-(2-oxo-2-phenylmethoxyethoxy)oxan-2-yl]propanoyl]amino]-4-oxo-4-[[(2S)-1-oxo-3-phenyl-1-phenylmethoxypropan-2-yl]amino]butanoate
• CAS: 220034-00-4
• 化学式: C₅₄H₆₇N₃O₁₃
• 分子量: 966.138
• InChiKey: JLHWCOBOAPYILN-HAZKHUATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.56
• 重原子数：
  70.0
• 可旋转键数：
  24.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  203.12
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (S)-3-{(R)-2-[(2R,3S,5R,6S)-3-Benzyloxycarbonylmethoxy-6-(tert-butoxycarbonylamino-methyl)-5-isobutoxy-tetrahydro-pyran-2-yl]-propionylamino}-N-((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-succinamic acid benzyl ester 在 palladium on activated charcoal TEA 、 氢气 、 苯甲醚 、 焦碳酸二乙酯 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (S)-3-((R)-2-{(2R,3S,5R,6S)-6-[((S)-2-Acetylamino-3-phenyl-propionylamino)-methyl]-3-carboxymethoxy-5-isobutoxy-tetrahydro-pyran-2-yl}-propionylamino)-N-((S)-1-carboxy-2-phenyl-ethyl)-succinamic acid
  参考文献：
  名称：

  Design and synthesis of a tetrahydropyran-based inhibitor of mammalian ribonucleotide reductase

  摘要：

  A tetrahydropyran-based inhibitor (2) of mammalian ribonucleotide reductase (mRR) has been designed and synthesized based on the heptapeptide, N-AcFTLDADF (1), corresponding to the C-terminus of the R2 subunit of mRR. Inhibition studies revealed that 2 is indeed a competent inhibitor, albeit less potent than 1. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00575-7
• 作为产物：
  描述：

  (R)-2-[(2R,3S,5R,6S)-6-(tert-Butoxycarbonylamino-methyl)-3-carboxymethoxy-5-isobutoxy-tetrahydro-pyran-2-yl]-propionic acid tert-butyl ester 在 TEA 、 potassium carbonate 、 苯甲醚 、 焦碳酸二乙酯 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-3-{(R)-2-[(2R,3S,5R,6S)-3-Benzyloxycarbonylmethoxy-6-(tert-butoxycarbonylamino-methyl)-5-isobutoxy-tetrahydro-pyran-2-yl]-propionylamino}-N-((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-succinamic acid benzyl ester
  参考文献：
  名称：

  Design and synthesis of a tetrahydropyran-based inhibitor of mammalian ribonucleotide reductase

  摘要：

  A tetrahydropyran-based inhibitor (2) of mammalian ribonucleotide reductase (mRR) has been designed and synthesized based on the heptapeptide, N-AcFTLDADF (1), corresponding to the C-terminus of the R2 subunit of mRR. Inhibition studies revealed that 2 is indeed a competent inhibitor, albeit less potent than 1. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00575-7