dimethyl (2aS,7bS)-1-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-7bH-cyclobuta[b][1]benzothiole-2,2a-dicarboxylate | 893553-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫平类
• 英文名称: dimethyl (2aS,7bS)-1-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-7bH-cyclobuta[b][1]benzothiole-2,2a-dicarboxylate
• CAS: 893553-86-1
• 化学式: C₂₀H₂₃NO₅S
• 分子量: 389.472
• InChiKey: UNAMQNCWXYHUFL-LCMPSIMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  dimethyl 1-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-7bH-cyclobuta[b][1]benzothiole-2,2a-dicarboxylate 生成 dimethyl (2aS,7bS)-1-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-7bH-cyclobuta[b][1]benzothiole-2,2a-dicarboxylate 、 dimethyl (2aR,7bR)-1-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-7bH-cyclobuta[b][1]benzothiole-2,2a-dicarboxylate
  参考文献：
  名称：

  New HIV-1 reverse transcriptase inhibitors based on a tricyclic benzothiophene scaffold: Synthesis, resolution, and inhibitory activity

  摘要：

  We synthesized, separated into enantiomers, and tested for the HIV-1 reverse transcriptase inhibitory activity a group Of analogs of dimethyl-1-(1-piperidynyl)cyclobuta[b][1]benzothiophene-2,2a(7bH)-dicarboxylate (NSC-380292). Absolute configurations of the enantiomers were determined based on absolute X-ray structures and analysis of CD spectra. Within pairs of enantiomers the (R,R)-enantiomer was always much more potent HIV-1 reverse transcriptase inhibitor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.02.049

文献信息

• New HIV-1 reverse transcriptase inhibitors based on a tricyclic benzothiophene scaffold: Synthesis, resolution, and inhibitory activity
  作者：Krzysztof Krajewski、Yijun Zhang、Damon Parrish、Jeffrey Deschamps、Peter P. Roller、Vinay K. Pathak

  DOI：10.1016/j.bmcl.2006.02.049

  日期：2006.6

  We synthesized, separated into enantiomers, and tested for the HIV-1 reverse transcriptase inhibitory activity a group Of analogs of dimethyl-1-(1-piperidynyl)cyclobuta[b][1]benzothiophene-2,2a(7bH)-dicarboxylate (NSC-380292). Absolute configurations of the enantiomers were determined based on absolute X-ray structures and analysis of CD spectra. Within pairs of enantiomers the (R,R)-enantiomer was always much more potent HIV-1 reverse transcriptase inhibitor. (c) 2006 Elsevier Ltd. All rights reserved.