3-bromo-2-(methoxymethoxy)-1-methylnaphthalene | 1415505-59-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-bromo-2-(methoxymethoxy)-1-methylnaphthalene
• CAS: 1415505-59-7
• 化学式: C₁₃H₁₃BrO₂
• 分子量: 281.149
• InChiKey: CJJAPLQCLOBZCN-UHFFFAOYSA-N

物化性质

• 沸点：
  369.3±32.0 °C(Predicted)
• 密度：
  1.385±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-bromo-2-(methoxymethoxy)-1-methylnaphthalene 在 正丁基锂 、 对甲苯磺酸 作用下， 以 乙醚 、 乙醇 、 正己烷 为溶剂， 反应 25.0h， 生成 3-(2-hydroxyethyl)-1-methylnaphthalen-2-ol
  参考文献：
  名称：

  Ammonium Hypoiodite-Catalyzed Peroxidative Dearomatization of Phenols

  摘要：

  Here, we report the first transition metal-free peroxidative dearomatization of phenols using hypoiodite catalysis with TBHP. Hypoiodite salts are generated in situ from the corresponding quaternary ammonium iodides in the presence of TBHP, and the oxidative coupling reaction proceeds efficiently under mild conditions. The dearomatized products are versatile synthetic intermediates for further synthetic transformations to various complex structures including heterocycles. As a demonstration, the further oxidation of the unsaturated peroxide with TBHP afforded the corresponding peroxy epoxide in good yield.

  DOI：

  10.3987/com-16-s(s)84
• 作为产物：
  描述：

  1-溴-2-萘酚 在 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 3-bromo-2-(methoxymethoxy)-1-methylnaphthalene
  参考文献：
  名称：

  Iron-Catalyzed C-Allylating Partial Dearomatization of Naphthols

  摘要：

  The iron complex Bu4N[Fe(CO)(3)(NO)](TBA[Fe]) catalyzes the intermolecular allylation of naphthol derivatives to give the corresponding partially dearomatized allylated chromenones in good to excellent yields. The scope and limitations are reported. An efficient decarboxylative intramolecular C- allylation, starting from allyl naphthyl carbonates, was developed. From a mechanistic point of view, the overall process is the result of a fast O- allylation followed by a sigmatropic rearrangement to the desired product.

  DOI：

  10.1055/s-0035-1560909

文献信息

• [EN] PYRIMIDINE DERIVATIVES AS PGE2 RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS DE PYRIMIDINE UTILISÉS EN TANT QUE MODULATEURS DES RÉCEPTEURS DES PGE2
  申请人：IDORSIA PHARMACEUTICALS LTD

  公开号：WO2018210988A1

  公开（公告）日：2018-11-22

  The present invention relates to pyrimidine derivatives of formula (I) wherein (R1)n, R3, R4a, R4b, R5a, R5b and Ar1 are as described in the description and their use in the treatment of cancer by modulating an immune response comprising a reactivation of the immune system in the tumor. The invention further relates to novel benzofurane and benzothiophene derivatives of formula (II) and their use as pharmaceuticals, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as modulators of the prostaglandin 2 receptors EP2 and/or EP4.

  本发明涉及式(I)的嘧啶衍生物，其中(R1)n，R3，R4a，R4b，R5a，R5b和Ar1如描述中所述，以及它们通过调节免疫反应，包括肿瘤中免疫系统的再激活，用于治疗癌症。本发明进一步涉及新颖的苯并呋喃和苯并噻吩衍生物式(II)，及其作为药物的使用，其制备，药用可接受的盐，及其作为药物的使用，以及包含式(I)中一个或多个化合物的药物组合物，尤其是它们作为前列腺素2受体EP2和/或EP4的调节剂的使用。
• Iron-Catalyzed Dioxygen-Driven C–C Bond Formation: Oxidative Dearomatization of 2-Naphthols with Construction of a Chiral Quaternary Stereocenter
  作者：Takuya Oguma、Tsutomu Katsuki

  DOI：10.1021/ja310203c

  日期：2012.12.12

  Iron(salan) complex 1 was found to catalyze the oxidative dearomatization of 1-substituted 2-naphthols with the formation of an all-carbon quaternary stereocenter in air in the presence of nitroalkanes, to afford the corresponding cyclic enones with high enantioselectivity of 88-96% ee.
• PYRIMIDINE DERIVATIVES AS PGE2 RECEPTOR MODULATORS
  申请人：Idorsia Pharmaceuticals Ltd

  公开号：EP3625228A1

  公开（公告）日：2020-03-25