[(3aS,4R,7aS)-2,3,3a,4,5,6,7,7a-octahydro-1-benzofuran-4-yl] acetate | 1262482-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: [(3aS,4R,7aS)-2,3,3a,4,5,6,7,7a-octahydro-1-benzofuran-4-yl] acetate
• CAS: 1262482-26-7
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: VXXRMKABGGPSCZ-LPEHRKFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-diazocyclohexane-1,3-dione 在 dirhodium tetraacetate 、 5%-palladium/activated carbon 吡啶 、 氢气 、 L-Selectride 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， -78.0~23.0 ℃ 、101.33 kPa 条件下， 反应 106.5h， 生成 [(3aS,4R,7aS)-2,3,3a,4,5,6,7,7a-octahydro-1-benzofuran-4-yl] acetate
  参考文献：
  名称：

  [EN] FUSED 6,5 BICYCLIC RING SYSTEM P2 LIGANDS, AND METHODS FOR TREATING HIV
  [FR] LIGANDS P2 À SYSTÈME CYCLIQUE 6,5 BICYCLIQUE FUSIONNÉ, ET PROCÉDÉS DE TRAITEMENT D'UNE INFECTION PAR LE VIH

  摘要：

  描述了HIV-1蛋白酶的抑制剂和含有它们的组合物。描述了使用这些抑制剂和含有它们的组合物来治疗HIV、艾滋病和艾滋病相关疾病。

  公开号：

  WO2012092168A1

文献信息

• COMPOUNDS AND METHODS FOR TREATING HIV
  申请人：GHOSH Arun K.

  公开号：US20130289067A1

  公开（公告）日：2013-10-31

  Inhibitors of HIV-1 protease and compositions containing them are described. Use of the inhibitors and compositions containing them to treat HIV, AIDS, and AIDS-related diseases is described.

  本文描述了HIV-1蛋白酶抑制剂及其组合物。描述了使用这些抑制剂和组合物来治疗HIV、艾滋病和艾滋病相关疾病的方法。
• Design and Synthesis of Potent HIV-1 Protease Inhibitors Incorporating Hexahydrofuropyranol-Derived High Affinity P₂ Ligands: Structure−Activity Studies and Biological Evaluation
  作者：Arun K. Ghosh、Bruno D. Chapsal、Abigail Baldridge、Melinda P. Steffey、D. Eric Walters、Yasuhiro Koh、Masayuki Amano、Hiroaki Mitsuya

  DOI：10.1021/jm1012787

  日期：2011.1.27

  The design, synthesis, and evaluation of a new series of hexahydrofuropyranol-derived HIV-1 protease inhibitors are described. We have designed a stereochemically defined hexahydrofuropyranol-derived urethane as the P2-ligand. The current ligand is designed based upon the X-ray structure of la-bound HIV-1 protease. The synthesis of (3aS,4S,7aR)-hexahydro-2H-furo[2,3-b]pyran-4-ol, (-)-7, was carried out in optically active form. Incorporation of this ligand provided inhibitor 35a, which has shown excellent enzyme inhibitory activity and antiviral potency. Our structure activity studies have indicated that the stereochemistry and the position of oxygens in the ligand are important to the observed potency of the inhibitor. Inhibitor 35a has maintained excellent potency against multidrug-resistant HIV-1 variants. An active site model of 35a was created based upon the X-ray structure of 1b-bound HIV-1 protease. The model offers molecular insights regarding ligand-binding site interactions of the hexahydrofuropyranol-derived novel P2-ligand.
• US9024038B2
  申请人：——

  公开号：US9024038B2

  公开（公告）日：2015-05-05
• US9499558B2
  申请人：——

  公开号：US9499558B2

  公开（公告）日：2016-11-22