5,7-二羟基-2,2-二甲基-2,3-二氢-4H-苯并吡喃-4-酮 | 883-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 5,7-二羟基-2,2-二甲基-2,3-二氢-4H-苯并吡喃-4-酮
• 英文名称: 5,7-dihydroxy-2,2-dimethylchroman-4-one
• 英文别名: 5,7-dihydroxy-2,2-dimethyl-4-chromanone；5,7-dihydroxy-2,2-dimethyl-3H-chromen-4-one
• CAS: 883-09-0
• 化学式: C₁₁H₁₂O₄
• mdl: MFCD02066217
• 分子量: 208.214
• InChiKey: JFWGYKRUMPKNKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  5,7-二羟基-2,2-二甲基-2,3-二氢-4H-苯并吡喃-4-酮 在 盐酸 、 palladium diacetate 、 氢氧化钾 、 甲酸 、 sodium acetate 、 potassium carbonate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 锌 作用下， 以 乙醇 、 丙酮 、 苯 为溶剂， 反应 54.0h， 生成 黄木亭
  参考文献：
  名称：

  Atom Economy. Palladium-Catalyzed Formation of Coumarins by Addition of Phenols and Alkynoates via a Net C−H Insertion

  摘要：

  A strategy to achieve ortho substitution of phenols initiated by an ortho-palladation to create coumarins was examined. Indeed, treatment of alkynoates with electron-rich phenols in the presence of a palladium catalyst and an acid does generate coumarins. The scope of the reaction with respect to the phenol and the alkynoates is defined. With unsymmetrical aromatic substrates, generally good regioselectivity that reflects the HOMO coefficients can be observed. In the course of these studies, numerous important naturally occurring coumarins have been synthesized, including fraxinol methyl ether, ayapin, herniarin, xanthoxyletin, and alloxanthoxyletin. The fact that a Pd(0) is the precatalyst rather than a Pd(+2) species and that an acid that reduces Pd(+2) salts, formic acid, functions better than other carboxylic acids raises doubts about the initial working hypothesis. A novel mechanism involving a palladium phenoxide formed from a hydridopalladium carboxylate and phenol is invoked to rationalize the results.

  DOI：

  10.1021/ja0286573
• 作为产物：
  描述：

  间苯三酚 以90%的产率得到
  参考文献：
  名称：

  RAMANA, M. M. V.;KUDAV, N. A., INDIAN J. CHEM. B., 27,(1988) N 4, C. 339-341

  摘要：

  DOI：

文献信息

• Modified Coumarins. 18. Synthesis of Angular Dihydropyranocoumarins Containing Amino Acids and Peptides
  作者：M. V. Veselovskaya、A. S. Ogorodniichuk、M. M. Garazd、Ya. L. Garazd、V. P. Khilya

  DOI：10.1007/s10600-005-0196-6

  日期：2005.9

  Angular dihydropyranocoumarins containing natural and synthetic amino acids and dipeptides were synthesized using activated esters.

  通过活性酯合成了包含天然与合成氨基酸及二肽的角型二氢吡喃香豆素。
• Total synthesis of seco-lateriflorone
  作者：Eric J Tisdale、Binh G Vong、Hongmei Li、Sun Hee Kim、Chinmay Chowdhury、Emmanuel A Theodorakis

  DOI：10.1016/s0040-4020(03)00862-7

  日期：2003.8

  convergent strategy toward the synthesis of lateriflorone (5) is described. Our approach is based on biosynthetic considerations and draws on a sequence of prenylation, oxygenation and Claisen reactions for the construction of chromenequinone 6, and a tandem Claisen/Diels–Alder reaction cascade for the synthesis of caged tricycle 7. Union of fragments 6 and 7 led to the synthesis of seco-lateriflorone (49)

  描述了一种趋向于合成lateiflorone（5）的策略。我们的方法是基于生物合成的考虑，并利用一系列的异戊烯化，氧化和克莱森反应来构建亚甲基苯醌6，以及串联的克莱森/狄尔斯-阿尔德反应级联反应来合成笼型三轮车7。片段的联盟6和7导致的合成开环-lateriflorone（49）。
• Substituted Chromanol Derivatives and Their Use
  申请人：Schmeck Carsten

  公开号：US20090306197A1

  公开（公告）日：2009-12-10

  The present invention relates to substituted chromanol derivatives, to processes for their preparation, to their use on their own or in combination for the treatment and/or prevention of diseases and to their use for preparing medicaments for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of cardiovascular disorders.

  本发明涉及取代的克罗莫萘衍生物，其制备方法，单独或组合使用于治疗和/或预防疾病，以及用于制备用于治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病的药物。
• Indole derivative having piperidine ring
  申请人：Suzuki Yuichi

  公开号：US20050256103A1

  公开（公告）日：2005-11-17

  The present invention relates to a compound represented by the following formula, a pharmacologically acceptable salt thereof, or a use thereof as a pharmaceutical: wherein R 1 and R 2 are substituents adjacent to each other, and together with two carbon atoms to each of which they attach, form a 5- to 7-membered non-aromatic carbocyclic group or the like, which may be substituted by 1 to 4 substituents selected from (1) an oxo group, (2) a hydroxyl group, and the like; R 3 represents a hydrogen atom or the like; and R 6 represents a hydrogen atom or the like. It is an object of the present invention to discover an agent for treating or preventing lower urinary tract symptoms, and particularly symptoms regarding urinary storage, which has a superior strength of binding to a 5-HT1A receptor and an antagonism to the receptor.

  本发明涉及以下公式所代表的化合物，其药学上可接受的盐，或其作为药物的用途： 其中R1和R2是相邻的取代基，与它们各自连接的两个碳原子一起形成一个5-至7-成员非芳香碳环基或类似物，该基可能被1至4个取代基所取代，所述取代基选自（1）氧代基，（2）羟基等；R3代表氢原子或类似物；R6代表氢原子或类似物。 本发明的目的是发现一种用于治疗或预防下尿道症状，特别是涉及尿液储存的症状的药剂，该药剂具有优越的结合力与5-HT1A受体结合并对该受体具有拮抗作用。
• ALPHA-AMINO ACID DERIVATIVES FOR IMPROVING SOLUBILITY
  申请人：Rudolph Thomas

  公开号：US20110039924A1

  公开（公告）日：2011-02-17

  The invention relates to the use of α-amino acid derivatives for improving the solubility of poorly soluble substances in water or aqueous solutions and to mixtures and preferred preparations.

  这项发明涉及使用α-氨基酸衍生物来提高水或水溶液中难溶物质的溶解度，以及混合物和优选制剂。