3-羟基-1H,3H-萘并[1,8-cd]吡喃-1-酮 | 5656-90-6

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 3-羟基-1H,3H-萘并[1,8-cd]吡喃-1-酮
• 英文名称: 8-formyl-1-naphthalenecarboxylic acid (lactol form)
• 英文别名: 3-hydroxy-1H,3H-benzo[de]isochromen-1-one；8-formylnaphth-1oic acid lactone；8-formyl-1-naphthoic acid；1,8-naphthaldehydic acid；3-hydroxy-1H,3H-naphtho(1,8-cd)pyran-1-one；1,8-Naphthaldehydsaeure；1H,3H-Naphtho[1,8-cd]pyran-1-one, 3-hydroxy-；4-hydroxy-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaen-2-one
• CAS: 5656-90-6
• 化学式: C₁₂H₈O₃
• mdl: MFCD00682967
• 分子量: 200.194
• InChiKey: IKHBRFXMNHCNDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-羟基-1H,3H-萘并[1,8-cd]吡喃-1-酮 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 8.5h， 生成 3-(diisopropylamino)-1H,3H-benzo[de]isochromen-1-one
  参考文献：
  名称：

  Perilithiation and the synthesis of 8-substituted-1-naphthamides

  摘要：

  Attempted perilithiation of 1-naphthamides with their 2-positions blocked leads only to nucleophilic attack on the aromatic ring, but perilithiation of naphthalenes bearing l-substituents such as -NMe2 or -CH2NMe2 allows the synthesis of 8-substituted-1-naphthamides. The 8-CH2NMe2 substituents can be converted to carbonyl groups by Polonovski reactions; other 8-substituents may be introduced by using naphthalic anhydride as a starting material. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00881-9
• 作为产物：
  描述：

  1,8-萘酚醛酸 以 乙二醇甲醚 为溶剂， 生成 3-羟基-1H,3H-萘并[1,8-cd]吡喃-1-酮
  参考文献：
  名称：

  Ring-Chain Tautomerism. Part 10. The Reaction of Oxocarboxylic Acids with Diazodiphenylmethane

  摘要：

  一系列羧酸酯化与二苯甲烷重氮化合物的速率系数已在30.0°C的乙醇或2-甲氧基乙醇中确定。这些速率以及与模型化合物的反应速率已用于估算羧酸酯的环-链互变异构的平衡常数。

  DOI：

  10.1135/cccc19991601

文献信息

• Ozonolyses of Cycloalkenes in the Presence of Carbonyl Compounds
  作者：Hyea Sook Shin、Chi won Lee、Joo Yeon Lee、Tae Sung Huh

  DOI：10.1002/(sici)1099-0690(200001)2000:2<335::aid-ejoc335>3.0.co;2-2

  日期：2000.1

  Ozonolysis reactions of a series of cyclic olefins 1 in the presence of carbonyl compounds 6 provided the corresponding cross-ozonides 42. Further reactions of ozonides 42 with the independently prepared carbonyl oxide +CH2-OO− gave diozonides of structure 43. All of the new ozonides have been isolated as pure substances and characterized by their 1H- and 13C-NMR spectra.

  在羰基化合物6的存在下一系列环烯烃1的臭氧分解反应提供了相应的交叉-臭氧化物42。臭氧化物的进一步反应42与独立制备的羰基氧化物+ CH 2 -OO -给结构的diozonides 43。所有新的臭氧化物均已分离为纯物质，并通过1 H和13 C-NMR光谱进行了表征。
• Photochemical transformations. Part XXVIII. Aryl azides as potential photosensitive protecting groups
  作者：D. H. R. Barton、P. G. Sammes、G. G. Weingarten

  DOI：10.1039/j39710000721

  日期：——

  The potential of certain aromatic azides as photosensitive protecting groups has been explored. With alkyl or acyl derivatives of β-(o-azidophenyl)ethyl alcohol photolysis yields indole and the corresponding alcohol or acid. Whereas o-azidobenzyl benzoate is photolysed in protic solvents to give polymers and little of the free acid, derivatives of 5-azido-4-hydroxymethyl-1-methoxynaphthalene are more

  已经探索了某些芳族叠氮化物作为光敏保护基的潜力。用β-（邻叠氮基苯基）乙醇的烷基或酰基衍生物光解产生吲哚和相应的醇或酸。而ø -azidobenzyl苯甲酸酯光解在质子溶剂，得到的聚合物和小游离酸的衍生物，5-叠氮基-4-羟基甲基-1-甲氧基萘更有效地与受保护基团的释放光解。
• Synthetic Photochemistry. XVIII. A Sensitizer Dependence in the Photooxidation of Indene and Acenaphthylene. The Occurrence of<i>cis</i>-1,2-Glycol Formation in a Rose Bengal-sensitized Reaction
  作者：Toshihide Hatsui、Hitoshi Takeshita

  DOI：10.1246/bcsj.53.2655

  日期：1980.9

  Upon Rose Bengal-sensitized photooxygenation, indene and acenaphthylene afforded substantial amounts of the expected cis-glycols by means of the reduction of the intermediate dioxetanes. The formerly proposed structure of one of the isomeric methoxy hydroperoxides was revised on the basis of the chemical and spectral evidence.

  在玫瑰红敏化光氧合作用下，茚和苊通过中间二氧杂环丁烷的还原作用生成了大量预期的顺式乙二醇。根据化学和光谱证据，对以前提出的其中一种异构体甲氧基过氧化氢的结构进行了修改。
• Monolayer carbon dioxide barrier PET bottles
  申请人：Deshpande Girish N.

  公开号：US10011714B2

  公开（公告）日：2018-07-03

  Disclosed herein are articles comprising polymer compositions that can provide a barrier to carbon dioxide diffusion. The disclosed polymer compositions can be utilized in packaging to retard or prevent the diffusion of carbon dioxide out of a carbonated liquid, inter alia, a carbonated soft drink. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  本文公开了一些包含聚合物组合物的物品，这些聚合物组合物可以阻隔二氧化碳的扩散。所公开的聚合物组合物可用于包装，以延缓或防止二氧化碳从碳酸液体（尤其是碳酸软饮料）中扩散出来。本摘要旨在作为特定技术领域的扫描工具，而非对本发明的限制。
• New modified heterocyclic phenylalanine derivatives. Incorporation into potent inhibitors of human renin
  作者：Timothy D. Ocain、David D. Deininger、Ralph Russo、Nancie A. Senko、Alan Katz、Jan M. Kitzen、Robert Mitchell、George Oshiro、Anthony Russo

  DOI：10.1021/jm00083a005

  日期：1992.3

  Modified heterocyclic phenylalanine analogues designed as replacements for the P3-P4 region were synthesized and incorporated into renin inhibitors. These inhibitors were found to have significant activity versus human recombinant renin, as well as in vivo activity. The compounds proved to be very resistant to chymotrypsin degradation, as exemplified by compound 8, which remained greater than 60% intact after a 24-h exposure to chymotrypsin. In contrast, the Boc-Phe analogue was nearly completely degraded after 1 h. Compound 6 proved to be the most potent renin inhibitor with an IC50 = 8.9 nM. These stable cyclized phenylalanines should prove to be generally useful as a substitute for Boc-Phe in protease inhibitors.