ethyl (4aR,6R,7S,8S,8aR)-8-hydroxy-3-methyl-7-phenylmethoxy-6-(phenylmethoxymethyl)-6,7,8,8a-tetrahydro-4aH-pyrano[2,3-b][1,4]oxathiine-2-carboxylate | 478012-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl (4aR,6R,7S,8S,8aR)-8-hydroxy-3-methyl-7-phenylmethoxy-6-(phenylmethoxymethyl)-6,7,8,8a-tetrahydro-4aH-pyrano[2,3-b][1,4]oxathiine-2-carboxylate
• CAS: 478012-23-6
• 化学式: C₂₆H₃₀O₇S
• 分子量: 486.586
• InChiKey: KLQUNDOIRWHEPS-OKSAAUDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl (4aR,6R,7S,8S,8aR)-8-hydroxy-3-methyl-7-phenylmethoxy-6-(phenylmethoxymethyl)-6,7,8,8a-tetrahydro-4aH-pyrano[2,3-b][1,4]oxathiine-2-carboxylate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl (4aR,6R,7S,8S,8aR)-8-hydroxy-3-methyl-1-oxo-7-phenylmethoxy-6-(phenylmethoxymethyl)-6,7,8,8a-tetrahydro-4aH-pyrano[2,3-b][1,4]oxathiine-2-carboxylate
  参考文献：
  名称：

  Design, synthesis and biological activity of carbohydrate-Containing peptidomimetics as new ligands for the human tachykinin NK-2 receptor

  摘要：

  Enantiopure cycloadducts between glycals and alkyl or aryl heterodienes were selected as small, rigid, nonpeptide molecules able to superimpose to the structure of the cyclopeptide tachykinin NK-2 antagonist 1. The presence of three aromatic groups in the pyranose ring resulted essential for NK-2 affinity, while an increase in activity was shown by the corresponding sulfoxides. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00471-7
• 作为产物：
  描述：

  D-葡萄烯糖 在 sodium hydride 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 ethyl (4aR,6R,7S,8S,8aR)-8-hydroxy-3-methyl-7-phenylmethoxy-6-(phenylmethoxymethyl)-6,7,8,8a-tetrahydro-4aH-pyrano[2,3-b][1,4]oxathiine-2-carboxylate
  参考文献：
  名称：

  Design, synthesis and biological activity of carbohydrate-Containing peptidomimetics as new ligands for the human tachykinin NK-2 receptor

  摘要：

  Enantiopure cycloadducts between glycals and alkyl or aryl heterodienes were selected as small, rigid, nonpeptide molecules able to superimpose to the structure of the cyclopeptide tachykinin NK-2 antagonist 1. The presence of three aromatic groups in the pyranose ring resulted essential for NK-2 affinity, while an increase in activity was shown by the corresponding sulfoxides. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00471-7

文献信息

• Design, synthesis and biological activity of carbohydrate-Containing peptidomimetics as new ligands for the human tachykinin NK-2 receptor
  作者：Giuseppe Capozzi、Sabrina Giannini、Stefano Menichetti、Cristina Nativi、Alessandro Giolitti、Riccardo Patacchini、Enzo Perrotta、Maria Altamura、Carlo Alberto Maggi

  DOI：10.1016/s0960-894x(02)00471-7

  日期：2002.9

  Enantiopure cycloadducts between glycals and alkyl or aryl heterodienes were selected as small, rigid, nonpeptide molecules able to superimpose to the structure of the cyclopeptide tachykinin NK-2 antagonist 1. The presence of three aromatic groups in the pyranose ring resulted essential for NK-2 affinity, while an increase in activity was shown by the corresponding sulfoxides. (C) 2002 Elsevier Science Ltd. All rights reserved.