3,4-dihydro-2H-naphtho[2,3-b]pyran-2-one | 759458-82-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3,4-dihydro-2H-naphtho[2,3-b]pyran-2-one
• 英文别名: Dihydrobenzocoumarin；3,4-dihydrobenzo[g]chromen-2-one
• CAS: 759458-82-7
• 化学式: C₁₃H₁₀O₂
• 分子量: 198.221
• InChiKey: WQCXXQXGKFLMLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-2H-naphtho[2,3-b]pyran-2-one 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 3-(3-Hydroxy-propyl)-naphthalen-2-ol
  参考文献：
  名称：

  Ranade, Anup A.; Joseph, Augustine R.; Kumbhar, Virendra B., Journal of Chemical Research, Miniprint, 2003, # 8, p. 857 - 868

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(3-hydroxy-[2]naphthyl)-propionic acid 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 3,4-dihydro-2H-naphtho[2,3-b]pyran-2-one
  参考文献：
  名称：

  Ranade, Anup A.; Joseph, Augustine R.; Kumbhar, Virendra B., Journal of Chemical Research, Miniprint, 2003, # 8, p. 857 - 868

  摘要：

  DOI：

文献信息

• Catalytic Asymmetric Conjugate Addition/Oxidative Dearomatization Towards Multifunctional Spirocyclic Compounds
  作者：Alena Rudolph、Pieter H. Bos、Auke Meetsma、Adriaan J. Minnaard、Ben L. Feringa

  DOI：10.1002/anie.201102069

  日期：2011.6.20

  Naphthol compounds bearing a pendant α,β‐unsaturated ester undergo a copper(I)‐catalyzed asymmetric conjugate addition/copper(II)‐mediated intramolecular oxidative coupling to afford benzofused spirocyclic cyclohexenones (see scheme). This one‐pot strategy results in two new carbon–carbon bonds and three contiguous stereocenters. The products contain a high degree of functionality and molecular complexity

  带有侧链α，β-不饱和酯的萘酚化合物经过铜（I）催化的不对称共轭加成/铜（II）介导的分子内氧化偶合，得到苯并稠合的螺环环己烯酮（参见方案）。这种一站式策略产生了两个新的碳-碳键和三个连续的立体中心。该产品包含高度的功能性和分子复杂性。
• Inhibitors of Sir2:  Evaluation of Splitomicin Analogues
  作者：Jeff Posakony、Maki Hirao、Sam Stevens、Julian A. Simon、Antonio Bedalov

  DOI：10.1021/jm030473r

  日期：2004.5.1

  Splitomicin (1) and 41 analogues were prepared and evaluated in cell-based Sir2 inhibition and toxicity assays and an in vitro Sir2 inhibition assay. Lactone ring or naphthalene (positions 7-9) substituents decrease activity, but other naphthalene substitutions (positions 5 and 6) are well-tolerated. The hydrolytically unstable aromatic lactone is important for activity. Lactone hydrolysis rates were used as a measure of reactivity; hydrolysis rates correlate with inhibitory activity. The most potent Sir2 inhibitors were structurally similar to and had hydrolysis rates similar to 1.
• Ranade, Anup A.; Joseph, Augustine R.; Kumbhar, Virendra B., Journal of Chemical Research, Miniprint, 2003, # 11, p. 1175 - 1184
  作者：Ranade, Anup A.、Joseph, Augustine R.、Kumbhar, Virendra B.、Paradkar, Madhusudan V.

  DOI：——

  日期：——
• PHOTOACID COMPOUNDS, AND RELATED COMPOSITIONS, METHODS AND SYSTEMS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：US20140311890A1

  公开（公告）日：2014-10-23

  A photoacid compound having a light absorbing moiety attaching a payload moiety through a linker, in which the linker comprises a geminal dialkyl linked to a carbonyl group attaching the payload moiety, and the linker is configured to present the carbonyl oxygen for reaction with a hydroxyl group presented on the light absorbing moiety in ortho position to the linker.
• [EN] PHOTOACID COMPOUNDS, AND RELATED COMPOSITIONS, METHODS AND SYSTEMS<br/>[FR] COMPOSÉS PHOTOACIDES, ET COMPOSITIONS LES CONTENANT, PROCÉDÉS ET SYSTÈMES
  申请人：CALIFORNIA INST OF TECHN

  公开号：WO2013086460A1

  公开（公告）日：2013-06-13

  A photoacid compound comprising a light absorbing moiety attaching a payload moiety through a linker, in which the linker comprises a geminal dialkyl linked to a carbonyl group attaching the payload moiety, and the linker is configured to present the carbonyl oxygen for reaction with a hydroxyl group presented on the light absorbing moiety in ortho position to the linker.