4-甲氧基-3-甲氧基甲氧基吡啶 | 210300-15-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-甲氧基-3-甲氧基甲氧基吡啶
• 英文名称: 4-methoxy-3-methoxymethoxypyridine
• 英文别名: 4-Methoxy-3-(methoxymethoxy)pyridine
• CAS: 210300-15-5
• 化学式: C₈H₁₁NO₃
• 分子量: 169.18
• InChiKey: BFMLQJRPIFLBRU-UHFFFAOYSA-N

物化性质

• 沸点：
  250.4±30.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲氧基-3-甲氧基甲氧基吡啶 在 盐酸 、 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 72.33h， 生成 3-羟基-4-甲氧基吡啶-2-羧酸
  参考文献：
  名称：

  Total synthesis of the antifungal dilactones UK-2A and UK-3A: The determination of their relative and absolute configurations, analog synthesis and antifungal activities

  摘要：

  The synthesis of the antifungal dilactones, UK-2A and UK-3A, is described. In addition to providing a workable synthetic route to these potent antifungal antibiotics, this has allowed us to determine the assignment of the relative and absolute configurations in the nine-membered ring. Furthermore, UK-2A analogs were also synthesized and evaluated their antifungal activities and cytotoxic activities along with UK-2A, (2R, 3R, 4S, 7R)-UK-2A, UK-3A, (2R, 3R, 4S, 7R)-UK-3A, and antimycin A. The structural requirements for the selective cytotoxicity against yeasts and filamentous fungi will also be suggested. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00777-7
• 作为产物：
  描述：

  甲醇 、 4-氯-3-(甲氧基甲氧基)吡啶 在 sodium methylate 作用下， 反应 32.0h， 以24%的产率得到4-甲氧基-3-甲氧基甲氧基吡啶
  参考文献：
  名称：

  用于潜在糖苷酶抑制剂的三种新型支架的合成途径

  摘要：

  开发了用于潜在 β-糖苷酶抑制剂的三种新型支架的有效合成：第一种由 2,7-二氧杂双环 [2.2.1] 庚烷衍生物组成，该衍生物通过分子内缩酮化制备。第二个支架由羟基化环戊胺组成，可以立体选择性地从 2-氮杂双环 [2.2.1]hept-5-en-3-one 合成。第三个支架是 4,5-二羟基烟酸，可通过一系列取代基定向的邻位锂化作用获得。选定的化合物作为多种糖苷酶的抑制剂进行了测试。发现三种烟酸衍生物是选择性 β-葡萄糖苷酶抑制剂。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007）

  DOI：

  10.1002/ejoc.200700333

文献信息

• Enantioselective total synthesis of the antifungal dilactone, UK-2A: The determination of the relative and absolute configurations
  作者：Masanao Shimano、Tetsuo Shibata、Noriyuki Kamei

  DOI：10.1016/s0040-4039(98)00796-5

  日期：1998.6

  The synthesis of the antifungal dilactone, UK-2A, is described. In addition to providing a workable synthetic route to this potent antifungal antibiotic, this has allowed us to determine the assignment of the relative and absolute configurations in the nine-membered ring.

  描述了抗真菌双内酯UK-2A的合成。除了为这种有效的抗真菌抗生素提供可行的合成途径外，这还使我们能够确定九元环中相对构型和绝对构型的分配。
• SYNTHESIS AND USE OF ISOTOPICALLY LABELED MACROCYCLIC COMPOUNDS
  申请人：DOW AGROSCIENCES LLC

  公开号：US20140186873A1

  公开（公告）日：2014-07-03

  Disclosed herein are isotopically labeled antifungal antibiotics and related compounds. Also disclosed are methods for synthesizing these isotopically labeled molecules and using the same to study the distribution of these compounds in the biosphere as well as the products formed by the breakdown of these isotopically labeled compounds.

  本文披露了同位素标记的抗真菌抗生素和相关化合物。还披露了合成这些同位素标记分子的方法，并利用它们研究这些化合物在生物圈中的分布，以及这些同位素标记化合物降解产生的产物。
• A concise approach towards the synthesis of WS75624 A and WS75624 B via the cross-metathesis of vinyl-functionalized thiazoles
  作者：Jyotirmayee Dash、Bruno Melillo、Stellios Arseniyadis、Janine Cossy

  DOI：10.1016/j.tetlet.2011.01.027

  日期：2011.4

  converting enzyme (ECE) inhibitors and potential antihypertensive agents, is reported featuring a key cross-metathesis between a vinyl-functionalized thiazole and a terminal olefin. As the two natural products only differ by the nature of their hydroxyalkyl side-chain, our convergent strategy enable the synthesis of key intermediates of both molecules in a limited amount of steps.

  据报道，合成方法是针对WS75624 A和WS75624 B的前体，两种有效的内皮素转化酶（ECE）抑制剂和潜在的降压药，其在乙烯基官能化的噻唑和末端烯烃之间具有关键的交叉复分解。由于两种天然产物的区别仅在于其羟烷基侧链的性质，因此我们的聚合策略可在有限的步骤中合成两种分子的关键中间体。
• First synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5-c]pyridine
  作者：Maria Pia Catalani、Alfredo Paio、Lorenzo Perugini

  DOI：10.1016/j.tetlet.2010.10.119

  日期：2010.12

  The 2,2-difluorobenzodioxole moiety has been introduced in medicinal chemistry research as a potential metabolically more stable derivative of the benzodioxole fragment. Herein we present, to the best of our knowledge, the first synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5-c]pyridine, a 5-aza-derivative of the 2,2-difluorobenzodioxole, from simple and cheap starting materials. The chlorine atom in position 4 could be useful for further functionalisation by cross coupling reactions. (C) 2010 Elsevier Ltd. All rights reserved.
• US9482661B2
  申请人：——

  公开号：US9482661B2

  公开（公告）日：2016-11-01