3-(1S)-2,2-dimethyl-5-oxocyclohexane-1-carbaldehyde

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(1S)-2,2-dimethyl-5-oxocyclohexane-1-carbaldehyde
• 英文别名: (1S)-2,2-Dimethyl-5-oxocyclohexane-1-carbaldehyde
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: OUJDGRFKUQZUGI-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 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-(1S)-2,2-dimethyl-5-oxocyclohexane-1-carbaldehyde 在 Jones reagent 作用下， 以 乙醚 为溶剂， 反应 2.5h， 以76%的产率得到(1S)-2,2-dimethyl-5-oxocyclohexane-1-carboxylic acid
  参考文献：
  名称：

  [EN] ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF
  [FR] INHIBITEURS D'ARGININE MÉTHYLTRANSFÉRASE ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2014153226A9
• 作为产物：
  描述：

  4,4-二甲基-2-环己基-1-酮 在 2,3-二巯基丁二酸 、 四丁基氟化铵 、 臭氧 作用下， 以 四氢呋喃 为溶剂， 生成 3-(1S)-2,2-dimethyl-5-oxocyclohexane-1-carbaldehyde
  参考文献：
  名称：

  Enantioselective Nucleophilic Formylation and Cyanation of Conjugated Enones via Michael Addition of Formaldehyde SAMP-Hydrazone

  摘要：

  DOI：

  10.1021/ja9610500

文献信息

• ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF
  申请人：EPIZYME, INC.

  公开号：US20160024016A1

  公开（公告）日：2016-01-28

  Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds described herein are useful for inhibiting arginine methyltransferase activity. Methods of using the compounds for treating arginine methyltransferase-mediated disorders are also described.

  本文描述了式(I)的化合物，其药学上可接受的盐以及其制药组合物。所述化合物可用于抑制精氨酸甲基转移酶活性。本文还描述了使用这些化合物治疗精氨酸甲基转移酶介导的疾病的方法。
• Arginine methyltransferase inhibitors and uses thereof
  申请人：Epizyme, Inc.

  公开号：US10081603B2

  公开（公告）日：2018-09-25

  Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds described herein are useful for inhibiting arginine methyltransferase activity. Methods of using the compounds for treating arginine methyltransferase-mediated disorders are also described.

  本文描述了式（I）化合物、其药学上可接受的盐及其药物组合物。本文所述化合物可用于抑制精氨酸甲基转移酶活性。还描述了使用这些化合物治疗精氨酸甲基转移酶介导的疾病的方法。
• Formaldehyde Dialkylhydrazones as Neutral Formyl Anion and Cyanide Equivalents:  Nucleophilic Addition to Conjugated Enones
  作者：Elena Díez、Rosario Fernández、Consolación Gasch、José M. Lassaletta、José M. Llera、Eloísa Martín-Zamora、Juan Vázquez

  DOI：10.1021/jo970481d

  日期：1997.7.1

  A versatile methodology for the nucleophilic formylation and cyanation of conjugated enones is reported. The procedure is based on the use of formaldehyde dimethylhydrazone, which, acting as a neutral formyl anion equivalent, adds to preformed trialkylsilyl-enone complexes. Both 4-(silyloxy)-3-enal hydrazones 3 or deprotected 4-oxo aldehyde monohydrazones 4 can be obtained as products depending on quenching conditions. In full analogy, an asymmetric version of the reaction using chiral formaldehyde SAMP-hydrazone as a neutral synthon of the chiral formyl anion has been developed, giving rise to the corresponding adducts 5 and 6 in good yields and with excellent diastereoselectivities (de 85-greater than or equal to 98%). Ozonolysis or HCl-mediated hydrolysis of adducts 4 and 6 readily affords racemic and optically enriched 4-oxo aldehydes 7, respectively. Additionally, high-yielding MMPP-oxidative cleavage of 4-oxo hydrazones 4 and 6 has been performed to obtain Li-oxo nitriles 8 in racemic and optically enriched forms, respectively. In this way, interesting chiral bifunctional building blocks, some of them bearing newly created stereogenic quaternary centers, have been efficiently synthesized.
• US9598374B2
  申请人：——

  公开号：US9598374B2

  公开（公告）日：2017-03-21
• [EN] ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS D'ARGININE MÉTHYLTRANSFÉRASE ET LEURS UTILISATIONS
  申请人：EPIZYME INC

  公开号：WO2014153226A9

  公开（公告）日：2015-01-08