benzyl-(3-bromo-1-methyl-propyl)-ether | 51666-29-6

• 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: benzyl-(3-bromo-1-methyl-propyl)-ether
• 英文别名: Benzyl-(3-brom-1-methyl-propyl)-aether；(3-Bromo-1-methylpropoxymethyl)benzene；4-bromobutan-2-yloxymethylbenzene
• CAS: 51666-29-6
• 化学式: C₁₁H₁₅BrO
• 分子量: 243.143
• InChiKey: IIDVYKUHAKECPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  benzyl-(3-bromo-1-methyl-propyl)-ether 、 (-)-(S)-4-(苄氧基)-1,2-环氧丁烷 生成 (3R)-1,7-bis(phenylmethoxy)octan-3-ol
  参考文献：
  名称：

  Isolation, Identification, and Enantioselective Synthesis of Octane-1,3,7-triol:  Determination of Its Absolute Configuration

  摘要：

  Extracts obtained by solid-phase extraction from apples were separated by multilayer countercurrent chromatography. In the most polar fractions, the novel octane-1,3,7-triol was identified by H-1 and C-13 NMR as well as LC-MS and by comparison with the synthesized racemic reference compound. Resolution of the enantiomers was achieved after acetylation of the triol followed by GC separation. The enantioselective synthesis of the stereoisomers of octane-1,3,7-triol was performed using the building blocks (R)- and (R,S)-butane-1,3-diol and (S)- and (R,S)-butane-1,2,4-triol, Comparison with the isolated products indicated that the natural compound consisted of a mixture of (3R,7S)- and (SR,7R)-octane-1,3,7-triol in a ratio of 2:3. Since the C3 chiral center is enantiomerically pure, the triol might be biogenetically related to the known antimicrobial (R)-(+)-octane-1,3 -diol, the major volatile compound of some apple cultivars.

  DOI：

  10.1021/np980094e
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 PBr 作用下， 生成 benzyl-(3-bromo-1-methyl-propyl)-ether
  参考文献：
  名称：

  A TOTAL SYNTHESIS OF 1-OXYGENATED STEROIDS¹

  摘要：

  DOI：

  10.1021/ja01583a073

文献信息

• The Synthesis of Songorine: A Simplified Synthesis of the Aromatic Intermediate
  作者：Karel Wiesner、Pak-Tsun Ho、Ding Chang、Yiu Kuen Lam、Connie Shii Jeou Pan、Wu Yun Ren

  DOI：10.1139/v73-594

  日期：1973.12.1

  A simple conversion of the previously described (1) tricyclic ester 1 into the pentacyclic songorine intermediate 21 is described. The process is stereospecific and it operates in an overall yield of 7.8%.

  描述了将之前描述的(1)三环酯1简单转化为五环松果碱中间体21的过程。该过程具有立体特异性，总产率为7.8%。
• HETEROCYCLIC COMPOUND AND MEDICINAL APPLICATION THEREOF
  申请人：Japan Tobacco, Inc.

  公开号：EP1953147A1

  公开（公告）日：2008-08-06

  The present invention aims at providing a novel heterocyclic compound having HCV entry inhibitory activity and the pharmaceutical use thereof. The present invention provides a therapeutic agent for hepatitis C comprising a heterocyclic compound represented by the following formula [1] or a pharmaceutically acceptable salt thereof as an active ingredient: wherein Q1 is -N=, etc., Q2 is -N-, etc., Q3 is -N=, etc., Q4 is -N-, etc., Q5 is -N-, etc., R1 is a hydrogen atom, etc., R2 is a hydrogen atom, etc., ring A is a monocyclic aryl group optionally having substituent(s), etc., and ring B is a monocyclic aryl group optionally having substituent(s), etc.

  本发明旨在提供一种具有HCV进入抑制活性的新型杂环化合物及其药物用途。本发明提供了一种治疗丙型肝炎的治疗剂，其包括以下式[1]所表示的杂环化合物或其药学上可接受的盐作为活性成分：其中Q1为-N=等，Q2为-N-等，Q3为-N=等，Q4为-N-等，Q5为-N-等，R1为氢原子等，R2为氢原子等，环A为单环芳基，可选地具有取代基等，环B为单环芳基，可选地具有取代基等。
• A TOTAL SYNTHESIS OF 1-OXYGENATED STEROIDS¹
  作者：Gilbert Stork、H. J. E. Loewenthal、P. C. Mukharji

  DOI：10.1021/ja01583a073

  日期：1956.1
• Isolation, Identification, and Enantioselective Synthesis of Octane-1,3,7-triol:  Determination of Its Absolute Configuration
  作者：Till Beuerle、Sonja Engelhard、Carlo Bicchi、Wilfried Schwab

  DOI：10.1021/np980094e

  日期：1999.1.1

  Extracts obtained by solid-phase extraction from apples were separated by multilayer countercurrent chromatography. In the most polar fractions, the novel octane-1,3,7-triol was identified by H-1 and C-13 NMR as well as LC-MS and by comparison with the synthesized racemic reference compound. Resolution of the enantiomers was achieved after acetylation of the triol followed by GC separation. The enantioselective synthesis of the stereoisomers of octane-1,3,7-triol was performed using the building blocks (R)- and (R,S)-butane-1,3-diol and (S)- and (R,S)-butane-1,2,4-triol, Comparison with the isolated products indicated that the natural compound consisted of a mixture of (3R,7S)- and (SR,7R)-octane-1,3,7-triol in a ratio of 2:3. Since the C3 chiral center is enantiomerically pure, the triol might be biogenetically related to the known antimicrobial (R)-(+)-octane-1,3 -diol, the major volatile compound of some apple cultivars.