1-hydroxy-3,9-dimethyl-6H-benzo[c]chromen-6-one | 101479-09-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 1-hydroxy-3,9-dimethyl-6H-benzo[c]chromen-6-one
• 英文别名: 1-Hydroxy-3,9-dimethyl-benzo[c]chromen-6-one；1-hydroxy-3,9-dimethylbenzo[c]chromen-6-one
• CAS: 101479-09-8
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: VTKZJLAWSJMCSK-UHFFFAOYSA-N

物化性质

• 沸点：
  468.5±44.0 °C(Predicted)
• 密度：
  1.301±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-hydroxy-9-methyl-6-oxo-7,8,9,10-tetrahydro-6H-dibenzopyran-3-ylacetic acid 在 sulfur 作用下， 生成 1-hydroxy-3,9-dimethyl-6H-benzo[c]chromen-6-one
  参考文献：
  名称：

  C-3侧链羧酸大麻素衍生物的合成

  摘要：

  基于抑制前列腺素与强效抑制剂吲哚美辛生物合成的大麻素衍生物的结构相似性，制备了几种具有C-3侧链羧酸官能团的大麻素衍生物。

  DOI：

  10.1002/jhet.5570220315

文献信息

• Synthesis of Structurally Diversified Benzo[<i>c</i>]chromene Derivatives under (An)aerobic Conditions Catalyzed by CuI
  作者：Fang Dong、Jian‐Quan Liu、Xiang‐Shan Wang

  DOI：10.1002/jhet.3666

  日期：2019.10

  an α‐arylation with cyclohexane‐1,3‐diones to give 1H‐benzo[c]chromene‐1,6(2H)‐diones under Ar atmosphere catalyzed by CuI/l‐proline in the presence of Cs2CO3. The subsequent regioselective oxidation took place under O2 balloon automatically based on the substituents for the construction of structurally diversified benzo[c]coumarin derivatives.

  2-溴代苯甲酸与环己烷-1,3-二酮进行α-芳基化反应，在存在CuI / l-脯氨酸的Ar气氛下，在Ar气氛下生成1 H-苯并[ c ] chromene -1,6（2 H）-二酮的Cs 2 CO 3。随后的区域选择性氧化是基于取代基在O 2气囊下自动进行的，用于构建结构多样化的苯并[ c ]香豆素衍生物。
• [EN] MOLECULARLY IMPRINTED POLYMERS FOR EXTRACTION OF CANNABINOIDS AND USES THEREOF<br/>[FR] POLYMÈRES À EMPREINTE MOLÉCULAIRE POUR L'EXTRACTION DE CANNABINOÏDES ET UTILISATIONS ASSOCIÉES
  申请人：6TH WAVE INNOVATIONS CORP

  公开号：WO2020186077A1

  公开（公告）日：2020-09-17

  The present disclosure relates to molecularly imprinted polymers that target cannabinoid(s), including THC and CBD, as well as methods of making molecularly imprinted polymers that target cannabinoid(s), including THC and CBD and uses thereof.

  本公开涉及分子印迹聚合物，其针对大麻素（包括THC和CBD）的靶向性，以及制备分子印迹聚合物的方法，针对大麻素（包括THC和CBD）及其用途。
• METHOD FOR THE METAL-FREE PREPARATION OF A BIARYL BY A PHOTOSPLICING REACTION AND THEIR USES
  申请人：Leibniz-Institut für Naturstoff-Forschung und Infektionsbiologie e.V. -Hans-Knöll-Institut- (HKI)

  公开号：EP3486229A1

  公开（公告）日：2019-05-22

  The present invention relates to a method for the metal-free preparation of a biaryl compound by a photosplicing reaction and its use in the preparation of chemical compounds, preferably of active ingredients e.g. in the fields of pharmaceuticals and agrochemicals. In particular, it refers to a method for the regiocontrolled preparation of a biaryl compound of general formula (I) by photochemically reacting a precursor compound of general formula (II) to form a biaryl compound of general formula (I) wherein Ar and Ar', independently of each other, represent an unsubstituted or substituted C6-C20 aryl group or a heteroaryl group with 5-20 ring atoms selected from carbon, nitrogen, oxygen and sulfur, and L represents a group -X-Y-Z- as defined herein. The biaryl compounds are generally suitable as intermediates or key building blocks in a very broad spectrum of organic chemical syntheses and their respective utilities. Their use within the field of synthesis of active ingredients is an aspect of the invention, and their use in the preparation of pharmaceutically active ingredients is particularly preferred.

  本发明涉及一种通过光切割反应无金属制备联芳烃化合物的方法，以及其在化学化合物制备中的应用，特别是在制药和农药领域中的活性成分制备中的应用。具体而言，本发明涉及一种通过光化学反应预控制制备通式（I）的联芳烃化合物的方法，其中通过反应通式（II）的前体化合物形成通式（I）的联芳烃化合物，其中Ar和Ar'独立地表示未取代或取代的C6-C20芳基或5-20个环原子中选择的碳、氮、氧和硫的杂环基团，L表示定义如下的-X-Y-Z-基团。联芳烃化合物通常适用于广泛的有机化学合成的中间体或关键构建块及其相应的实用性。它们在活性成分合成领域的应用是本发明的一个方面，它们在制备药用活性成分方面的应用尤其受欢迎。
• Synthesis of Angular Polycyclic Aromatic Molecules via Rh(III)‐Catalyzed C−H Annulation of Nitrones with Cyclic 2‐Diazo‐1,3‐diones
  作者：Yan Wang、Li‐Ming Zhao

  DOI：10.1002/adsc.202300720

  日期：2023.11.7

  We herein disclose a simple and general method for the synthesis of chromendiones through Rh(III)-catalyzed C−H functionalization/annulation reactions of nitrones with cyclic 2-diazo-1,3-diones by using nitrone group as a traceless directing group. This method exhibits high efficiency and broad functional group compatibility. The derivatization of these chromendiones has been also demonstrated to further

  我们在此公开了一种简单且通用的方法，通过使用硝酮基团作为无痕导向基团，通过Rh(III)催化硝酮与环状2-重氮-1,3-二酮的CH官能化/成环反应来合成色二酮。该方法表现出高效率和广泛的官能团兼容性。这些色环二酮的衍生化也被证明可以进一步增强转化的合成效用。
• Method for the metal-free preparation of a biaryl by a photosplicing reaction and their uses
  申请人：Leibniz-Institut für Naturstoff-Forschung und Infektionsbiologie E. V. Hans-Knöll-Institut (HKI)

  公开号：US11485721B2

  公开（公告）日：2022-11-01

  The present invention relates to a method for the metal-free preparation of a biaryl compound by a photosplicing reaction and its use in the preparation of chemical compounds, preferably of active ingredients e.g. in the fields of pharmaceuticals and agrochemicals. In particular, it refers to a method for the regiocontrolled preparation of a biaryl compound of formula (I): Ar—Ar′ by photochemically reacting a precursor compound of formula (II): Ar—L—Ar′ to form a biaryl compound of general formula: Ar—L—Ar′(II)→Ar—Ar′ (I) wherein Ar and Ar′, independently of each other, represent an unsubstituted or substituted C6-C20 aryl group or a heteroaryl group with 5-20 ring atoms selected from carbon, nitrogen, oxygen and sulfur, and L represents a group —X—Y—Z— as defined herein. The biaryl compounds are generally suitable as intermediates or key building blocks in a very broad spectrum of organic chemical syntheses and their respective utilities. Their use within the field of synthesis of active ingredients is an aspect of the invention, and their use in the preparation of pharmaceutically active ingredients is particularly preferred.

  本发明涉及一种通过光聚合反应无金属制备双芳基化合物的方法，以及该方法在制备化 学化合物，尤其是在医药和农用化学品领域制备活性成分中的应用。具体而言，本发明涉及一种式（I）双芳基化合物的受控制备方法：Ar-Ar′，使式（II）的前体化合物发生光化学反应：Ar-L-Ar′ 光化学反应生成通式为：Ar-L-Ar′(Ⅱ)→Ar-Ar′(Ⅰ) 其中 Ar 和 Ar′彼此独立地代表未取代或取代的 C6-C20 芳基或具有 5-20 个选自碳、氮、氧和硫的环原子的杂芳基，L 代表本文定义的基团-X-Y-Z-。双芳基化合物通常可作为非常广泛的有机化学合成及其各自用途的中间体或关键构件。它们在活性成分合成领域中的应用是本发明的一个方面，特别优选它们在制备药物活性成分中的应用。