3,4-dimethylcyclobut-3-ene-1,2-dione | 1121-15-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-dimethylcyclobut-3-ene-1,2-dione
• 英文别名: 3,4-Dimethylcyclobutenedione；3,4-dimethylcyclobutene-1,2-dione；3-Cyclobutene-1,2-dione, 3,4-dimethyl-
• CAS: 1121-15-9
• 化学式: C₆H₆O₂
• 分子量: 110.112
• InChiKey: XSPNWUVAVYEPBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-dimethylcyclobut-3-ene-1,2-dione 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 乙醇 为溶剂， 以57%的产率得到cis-3,4-dimethyl-3-cyclobuten-1,2-diol
  参考文献：
  名称：

  制备侧链环丁二烯三羰基铁配合物的新方法

  摘要：

  摘要 已开发出简单、经济且更实用的方法来合成侧链环丁二烯金属配合物的前体。单取代和双取代的 1,2- 环丁烯二酮的轻松还原得到环丁烯二醇，然后用 PBr3 将其转化为相应的反式二溴化物。使用 Fe2(CO)9 的还原和络合形成了高产率的侧链环丁二烯三羰基铁络合物。

  DOI：

  10.1080/00397919208021603
• 作为产物：
  描述：

  2,3-diisopropoxy-4-hydroxy-4-methyl-2-cyclobuten-1-one 在 盐酸 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 生成 3,4-dimethylcyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  An improved method for the synthesis of substituted cyclobutenediones

  摘要：

  DOI：

  10.1021/jo00246a017

文献信息

• Concise approach to 1,4-dioxygenated xanthones via novel application of the Moore rearrangement
  作者：Alexander L. Nichols、Patricia Zhang、Stephen F. Martin

  DOI：10.1016/j.tet.2012.05.094

  日期：2012.9

  synthesis of 1,4-dioxygenated xanthones and related natural products employing the Moore rearrangement as a key transformation has been developed. The approach features an acetylide stitching step to unite a substituted squaric acid with a protected hydroxy benzaldehyde derivative to provide a key intermediate that undergoes facile Moore rearrangement to deliver a hydroxymethyl aryl quinone. Subsequent

  1,4-双氧合氧杂蒽酮和相关天然产物的快速合成已开发出采用摩尔重排作为关键转化。该方法采用乙炔缝合步骤，将取代的方酸与受保护的羟基苯甲醛衍生物结合，以提供关键中间体，该中间体经过简单的摩尔重排以提供羟甲基芳基醌。随后的氧化、羟基脱保护和环化得到高度官能化的氧杂蒽酮。该方法的效用通过其在天然存在的呫吨酮1的简洁和有效合成中的应用而得到证明。一种被命名为 dulcisxanthone C 的天然产物的结构也被修正为 xanthone 1 的结构。
• The development of a quinone α-anion synthon. Utilization of a maleoylcobalt complex as a quinone surrogate and a dominant rolefor ligand effects
  作者：Charles F. Jewell、Lanny S. Liebeskind

  DOI：10.1016/0020-1693(94)03914-3

  日期：1994.7

  Previously it was demonstrated that maleoylcobalt and phthaloylcobalt complexes react with alkynes and produce substituted quinones after oxidative decomplexation. Herein is reported a study of the deprotonation of 3,4- dimethylmaleoylcobalt complexes leading to a reactive dienolate that on treatment with electrophiles provides new cobalt complexes functionalized at either the γ- or α-position of the

  先前已证明，马来酰钴和邻苯二甲酰钴配合物与炔烃反应并在氧化分解后产生取代的醌。本文报道了对3，4-二甲基马来酰基钴配合物的去质子化反应导致反应性二烯酸的研究，该反应在用亲电试剂处理后提供了在二烯酸的γ-或α-位官能化的新的钴配合物。γ/α比很大程度上取决于由3,4-二甲基马来酰基（五甲基环戊二烯基）（SbPh3）提供的具有高γ-烷基化选择性的马来酰钴络合物辅助配体的空间需求。这些γ-烷基化的产物与炔烃反应，得到各种五甲基环戊二烯基钴（取代的η4-苯醌）配合物，这些配合物在氧化分解后产生取代的苯醌。
• Method of making dihydroperimidine squaraine compounds
  申请人：Eastman Kodak Company

  公开号：US06348592B1

  公开（公告）日：2002-02-19

  A method to make squaraine dyes involves the reaction of 1,8-diaminonaphthalene with 1,3-dihydroxyacetone dimer in a first reaction mixture comprising the appropriate solvents to prepare a first intermediate. This first intermediate is then reacted with an organic acylating agent in the presence of a suitable solvent to form a second intermediate. Lastly, after isolation, the second intermediate is reacted with squaric acid in a particular hydroxylic solvent/nonpolar solvent mixture that dissolves squaric acid and forms a ternary azeotrope with water and the water is at least partially removed. The resulting dyes have the following general structure wherein R is an organic radical derived from the organic acylating agent.

  制备方酸染料的一种方法涉及在第一个反应混合物中，将1,8-二氨基萘与1,3-二羟基丙酮二聚体在适当的溶剂中反应，以制备第一个中间体。然后将这个第一个中间体与有机酰化剂在适宜的溶剂存在下反应，形成第二个中间体。最后，在隔离之后，将第二个中间体与方酸在特定的羟基溶剂/非极性溶剂混合物中反应，该混合物溶解方酸并形成与水和水的三元共沸混合物，并且至少部分去除水。由此得到的染料具有以下通用结构，其中R是由有机酰化剂衍生出的有机基团。
• SUBSTITUTED 4-PHENYLTETRAHYRDOISOQUINOLINES, PHARMACEUTICAL COMPOSITIONS THEREOF, METHODS FOR THEIR PREPARATION AND THERAPEUTIC USE
  申请人：LANG Hans-Jochen

  公开号：US20070225323A1

  公开（公告）日：2007-09-27

  The present invention relates to substituted 4-phenyltetrahydroisoquinoline compounds of the structure of formula I and pharmaceutical compositions comprising them wherein the R groups are herein defined. These are excellent inhibitors of the sodium-hydrogen exchanger (NHE), in particular of the sodium-hydrogen exchanger of subtype 3 (NHE3). As such these compounds are useful in the treatment of various disorders of the renal and respiratory systems such as acute or chronic renal failure, pulmonary complications, biliary function disorders, respiratory disorders such as snoring or sleep apneas and cardiovascular/central nervous system disorders such as stroke. More specifically, the present invention relates to substituted 4-phenyl-tetrahydroisoquinolines, derivatives thereof and compositions containing them formulated in combination with other compounds which also regulate the intracellular pH environment such as inhibitors of carbonic anhydrase and inhibitors of the transport systems that carry bicarbonate ions, such as of the sodium-bicarbonate co-transporter (NBC) or the sodium-dependent chloride-bicarbonate exchanger

  本发明涉及结构为式I的取代4-苯基四氢异喹啉化合物及包含它们的药物组合物，其中R基在此处定义。这些化合物是优秀的钠-氢交换体（NHE）抑制剂，特别是NHE3亚型的钠-氢交换体。因此，这些化合物在治疗肾脏和呼吸系统的各种疾病方面非常有用，如急性或慢性肾衰竭、肺部并发症、胆功能障碍、呼吸系统疾病如打鼾或睡眠呼吸暂停以及心血管/中枢神经系统疾病如中风。更具体地，本发明涉及取代的4-苯基四氢异喹啉、其衍生物以及含有它们的组合物，该组合物与其他调节细胞内pH环境的化合物一起配制，如碳酸酐酶抑制剂和携带碳酸氢根离子的转运系统的抑制剂，如钠-碳酸氢根共转运体（NBC）或钠依赖性氯化物-碳酸氢根交换体。
• A new process for the regiocontrolled synthesis of substituted catechols and other 1,2-dioxygenated aromatics: conjugate addition of vinyl-, aryl-, and heteroarylcopper reagents to cyclobutenediones followed by thermal rearrangement
  作者：Angela Gurski、Lanny S. Liebskind

  DOI：10.1021/ja00067a027

  日期：1993.7

  A general method for the synthesis of substituted catechol derivatives has been developed utilizing the 1,4-addition of vinyl-, aryl-, and heteroarylcuprates to cyclobutendiones followed by thermal rearrangement. In situ protection with (methoxyethoxy)methyl chloride of the enolate derived from addition of the cuprate yields 2-alkoxy-4-R unsat'd -2-cyclobutenones, which rearrange thermally to substituted

  已开发出一种合成取代邻苯二酚衍生物的通用方法，利用乙烯基-、芳基-和杂芳基铜酸酯与环丁二烯的 1,4-加成，然后进行热重排。用（甲氧基乙氧基）甲基氯原位保护由添加铜酸盐衍生的烯醇化物产生 2-烷氧基-4-R 不饱和 -2-环丁烯酮，其热重排为具有不同羟基的取代的儿茶酚。单取代的环丁烯二酮在未取代的碳上进行高度区域选择性的 1,4-加成；或者，可以通过添加到环丁烯二酮单缩醛中来施加区域控制

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