3-甲基吡喃-2-酮 | 31678-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 3-甲基吡喃-2-酮
• 英文名称: 3-methyl-2H-pyran-2-one
• 英文别名: 3-methyl-2-pyrone；3-methyl-pyran-2-one；Monomethyl Pyranone；Methyl-3 pyron-2；Methyl-3-pyron-2；3-methylpyran-2-one
• CAS: 31678-73-6
• 化学式: C₆H₆O₂
• 分子量: 110.112
• InChiKey: ZQAUXTFRVDANBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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-甲基吡喃-2-酮 在 溴 、 三乙胺 作用下， 生成 5-bromo-3-methyl-2H-pyran-2-one
  参考文献：
  名称：

  A new synthesis of alkylated 2H-pyran-2-ones and its application to the determination of the relative and absolute configuration of supellapyrone, sex pheromone of the brownbanded cockroach, Supella longipalpa

  摘要：

  The sex pheromone of the brownbanded cockroach, Supella longipalpa, can be synthesized by direct coupling of a brominated pyrone with an alkylzinc reagent. The stereochemistry of the natural pheromone has been assigned as (2'R, 4'R)-5-(2',4'-dimethylheptanyl)-3-methyl-2H-pyran-2-one by a combination of synthesis, chiral gas chromatography, and electrophysiological measurement.

  DOI：

  10.1016/0040-4039(94)02214-v
• 作为产物：
  描述：

  2H-吡喃-2-酮 以 乙醚 为溶剂， 反应 6.0h， 生成 3-甲基吡喃-2-酮
  参考文献：
  名称：

  （±）3-对甲苯亚磺酰基-2-吡喃酮的有机金属途径

  摘要：

  3-溴-2-吡喃酮与二甲基铜锂反应，然后与对甲苯基对甲苯硫代磺酸盐反应生成3-对甲苯硫基-2-吡喃酮。有机铜物质可能是该反应的中间体。硫化物的氧化产生（±）-3-对甲苯亚磺酰基-2-吡喃酮。整个过程涉及重要和有用的作用，在吡喃环的C（3）反应性从亲电子中心到亲核中心的逆转。

  DOI：

  10.1016/0022-328x(85)87397-6

文献信息

• Catalytic Asymmetric Diastereodivergent Deracemization
  作者：Marco Luparia、Maria Teresa Oliveira、Davide Audisio、Frédéric Frébault、Richard Goddard、Nuno Maulide

  DOI：10.1002/anie.201106321

  日期：2011.12.23

  Your wish is my command: Deracemization is a powerful strategy wherein a racemate is converted into a 100 % yield of a single enantiopure product. A new concept in catalytic deracemization is presented, in which a racemate with n stereogenic elements can be selectively converted into each one of 2m (m=number of chiral centers of the product) different enantiopure products, by simple tuning of the reaction

  您的愿望就是我的命令：消旋是一种强有力的策略，其中外消旋体转化为单一对映纯产品的100％收率。提出了催化脱硝的新概念，其中通过简单调整反应条件， 可以将具有n个立体生成元素的外消旋体选择性地转化为2 m（m =产品手性中心数）不同对映体纯产品中的每一个。
• An Atom-Economical and Stereoselective Domino Synthesis of Functionalised Dienes
  作者：Caroline Souris、Marco Luparia、Frédéric Frébault、Davide Audisio、Christophe Farès、Richard Goddard、Nuno Maulide

  DOI：10.1002/chem.201300776

  日期：2013.5.17

  Open sesame: A direct synthesis of functionalised and stereodefined dienes, relying on a domino allylic alkylation/electrocyclic ring‐opening sequence, is reported. This method allows concise access to doubly vinylogous esters. A further systematic study of ring‐opening rates of carbon‐substituted cyclobutenes allowed the design of substrates amenable to sequential pericyclic reactions (see scheme)

  芝麻开裂：据报道，依赖于烯丙基烯丙基烷基化/电环开环序列的功能化和立体定义的二烯的直接合成。该方法允许简洁地获得双乙烯基酯。碳取代的环丁烯的开环速率的进一步系统研究允许设计适用于连续环周反应的底物（参见方案）。
• [EN] SPIRO-TETRACYCLIC RING COMPOUNDS AS BETA - SECRETASE MODULATORS<br/>[FR] COMPOSÉS SPIRO TÉTRACYCLIQUES EN TANT QUE MODULATEURS DE LA BÉTA-SÉCRÉTASE
  申请人：AMGEN INC

  公开号：WO2011115938A1

  公开（公告）日：2011-09-22

  The present invention comprises a new class of compounds useful for the modulation of Beta-secretase enzyme activity and for the treatment of Beta-secretase mediated diseases, including Alzheimer's disease (AD) and other related conditions. In one embodiment, the compounds have a general Formula (I) wherein A1, A2, A3, A4, A5, A6, R2, R7, X and Y of Formula I are defined herein. The invention also includes use of these compounds in pharmaceutical compositions for treatment, prophylactic or therapeutic, of disorders and conditions related to the activity of beta-secretase protein. Such disorders include, for example, Alzheimer's Disease, cognitive deficits, cognitive impairment, schizophrenia and other central nervous system conditions related to and/or caused by the formation and/or deposition of plaque on the brain. The invention also comprises further embodiments of Formula I, intermediates and processes useful for the preparation of compounds of Formula I.

  本发明涉及一类新的化合物，用于调节Beta-分泌酶酶活性，治疗由Beta-分泌酶介导的疾病，包括阿尔茨海默病（AD）和其他相关疾病。在一个实施例中，这些化合物具有通用的化学式（I），其中化学式I中的A1、A2、A3、A4、A5、A6、R2、R7、X和Y已在此定义。该发明还包括将这些化合物用于制备药物组合物，用于治疗与β-分泌酶蛋白活性相关的疾病和症状，如阿尔茨海默病、认知缺陷、认知障碍、精神分裂症以及与大脑斑块形成和/或沉积有关的其他中枢神经系统疾病。该发明还涉及化学式I的进一步实施例、中间体和用于制备化合物的过程。
• 2-PYRONES
  申请人：Carola Christophe

  公开号：US20130261175A1

  公开（公告）日：2013-10-03

  The present invention relates to the use of compounds of the formula (I) for the care, preservation or improvement of the general condition or appearance of the skin or hair, and to preparations comprising compounds of the formula (I).

  本发明涉及使用式(I)化合物用于护理、保护或改善皮肤或头发的整体状况或外观，以及含有式(I)化合物的制剂。
• Synthesis of cyclopentadienone epoxides from 10-oxatricyclodecadienones.
  作者：Adrie A.M. Houwen-Claassen、A.J.H. Klunder、B. Zwanenburg

  DOI：10.1016/s0040-4020(01)89180-8

  日期：——

  10-oxatricyclodecadienone epoxides have been prepared in high yields by a stereospecific nucleophilic epoxidation of the corresponding 10-oxatricyclo[5.2.1.02,6]deca-4,8-dien-3-ones. These polycyclic epoxides could efficiently be converted into cyclopentadienone epoxides using Flash Vacuum Thermolysis. The synthetic potential of the last named epoxides in the field of natural product synthesis is illustrated

  通过相应的10-氧杂三环[5.2.1.0 2,6 ] deca-4,8-​​dien-3- one的立体定向亲核环氧化，已高收率制备了各种10-氧杂三环癸二烯酮环氧化物。使用闪蒸真空热解可以将这些多环环氧化物有效地转化为环戊二烯酮环氧化物。通过制备表戊喷霉素可以说明天然产物合成领域中最后一种环氧化物的合成潜力。