7-(benzyloxy)-2-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one | 261529-75-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-(benzyloxy)-2-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one
• 英文别名: 2,3-Dihydro-2-hydroxy-7-(phenylmethoxy)-4H-1-benzopyran-4-one；2-hydroxy-7-phenylmethoxy-2,3-dihydrochromen-4-one
• CAS: 261529-75-3
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: ATZUCPPHHYOECH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(benzyloxy)-2-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one 在 sodium hydroxide 、 硼烷 、 氢气 作用下， 生成 7-(benzyloxy)chroman-3-ol
  参考文献：
  名称：

  Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase

  摘要：

  Systematic simplification of the molecular structures of epicatechin gallate and epigallocatechin gallate to determine the minimum structural characteristics necessary for HIV-1 reverse transcriptase inhibition in vitro resulted in several compounds that strongly inhibited the native as well as the A17 double mutant (KI03N Y181C) enzyme, which is normally insensitive to most known nonnucleoside inhibitors. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00577-7
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 在 sodium 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 7-(benzyloxy)-2-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one
  参考文献：
  名称：

  Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase

  摘要：

  Systematic simplification of the molecular structures of epicatechin gallate and epigallocatechin gallate to determine the minimum structural characteristics necessary for HIV-1 reverse transcriptase inhibition in vitro resulted in several compounds that strongly inhibited the native as well as the A17 double mutant (KI03N Y181C) enzyme, which is normally insensitive to most known nonnucleoside inhibitors. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00577-7

文献信息

• A new efficient synthesis of 3-(hydroxymethyl)-4<i>H</i>-chromen-4-ones
  作者：Jordi Bolós、Teresa Loscertales、Joan Nieto、Aurelio Sacristán、José A. Ortiz

  DOI：10.1002/jhet.5570370529

  日期：2000.9

  An efficient and versatile synthesis of variously substituted 3-(hydroxymethyl)-4H-chromen-4-ones is reported. The compounds are prepared by hydroxymethylation of the precursor 2-hydroxy-4-chromanones followed by acid dehydration.

  报道了各种取代的3-（羟甲基）-4 H-铬烯-4-酮的有效和通用的合成。通过将前体2-羟基-4-二氢呋喃酮进行羟甲基化，然后进行酸脱水来制备化合物。
• Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase
  作者：L.M.V Tillekeratne、A Sherette、P Grossman、L Hupe、D Hupe、R.A Hudson

  DOI：10.1016/s0960-894x(01)00577-7

  日期：2001.10

  Systematic simplification of the molecular structures of epicatechin gallate and epigallocatechin gallate to determine the minimum structural characteristics necessary for HIV-1 reverse transcriptase inhibition in vitro resulted in several compounds that strongly inhibited the native as well as the A17 double mutant (KI03N Y181C) enzyme, which is normally insensitive to most known nonnucleoside inhibitors. (C) 2001 Elsevier Science Ltd. All rights reserved.