(5-bromo-2-hydroxyphenyl)(cyclohexyl)methanone | 81066-17-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5-bromo-2-hydroxyphenyl)(cyclohexyl)methanone
• 英文别名: (5-bromo-2-hydroxyphenyl)-cyclohexylmethanone
• CAS: 81066-17-3
• 化学式: C₁₃H₁₅BrO₂
• 分子量: 283.165
• InChiKey: SCPWHGOMSFGOAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-bromo-2-hydroxyphenyl)(cyclohexyl)methanone 在 1,10-菲罗啉 、 2,2,6,6-四甲基哌啶氧化物 、 potassium acetate 、 copper diacetate 、 溶剂黄146 作用下， 以 2-甲基-2-丁醇 为溶剂， 以94 %的产率得到2-溴-9h-占吨醇-9-酮
  参考文献：
  名称：

  Synthesis of Xanthones via Copper(II)-Catalyzed Dehydrogenative Cyclization and Successive Aromatization in a One-Step Sequence

  摘要：

  DOI：

  10.1021/acs.orglett.2c03730
• 作为产物：
  描述：

  (5-Bromo-2-methoxyphenyl)-cyclohexylmethanone 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 (5-bromo-2-hydroxyphenyl)(cyclohexyl)methanone
  参考文献：
  名称：

  Discovery and SAR studies of novel GlyT1 inhibitors

  摘要：

  Inhibition of the glycine transporter GlyTl is a potential strategy for the treatment of schizophrenia A novel series of GlyTl inhibitors and their structure-activity relationships (SAR) are described. Members of this series are highly potent and selective transport inhibitors which are shown to elevate glycine levels in cerebrospinal fluid. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.074

文献信息

• Synthesis of Ketones through Microwave Irradiation Promoted Metal-Free Alkylation of Aldehydes by Activation of C(sp³)–H Bond
  作者：Xinying Zhang、Zhangxin Wang、Xuesen Fan、Jianji Wang

  DOI：10.1021/acs.joc.5b01824

  日期：2015.11.6

  In this paper, a novel methodology for the synthesis of ketones via microwave irradiation promoted direct alkylation of aldehydes by activation of the inert C(sp(3))-H bond has been developed. Notably, the reactions were accomplished under metal-free conditions and used commercially available aldehydes and cycloalkanes as substrates without prefunctionalization. By using this novel method, an alternative synthetic approach toward the key intermediates for the preparation of the pharmaceutically valuable oxaspiroketone derivatives was successfully established.
• YURCHENKO N. N.; NIYAZOV A. N.; VAXABOVA X. D., IZV. AN TSSR. CEP. FIZ.-TEXN., XIM. I GEOL. N.,(1987) N 3, 48-54
  作者：YURCHENKO N. N.、 NIYAZOV A. N.、 VAXABOVA X. D.

  DOI：——

  日期：——
• Discovery and SAR studies of novel GlyT1 inhibitors
  作者：Magnus W. Walter、Beth J. Hoffman、Kimberly Gordon、Kirk Johnson、Patrick Love、Matthew Jones、Teresa Man、Lee Phebus、Jon K. Reel、Helene C. Rudyk、Harlan Shannon、Kjell Svensson、Hong Yu、Matthew J. Valli、Warren J. Porter

  DOI：10.1016/j.bmcl.2007.06.074

  日期：2007.9

  Inhibition of the glycine transporter GlyTl is a potential strategy for the treatment of schizophrenia A novel series of GlyTl inhibitors and their structure-activity relationships (SAR) are described. Members of this series are highly potent and selective transport inhibitors which are shown to elevate glycine levels in cerebrospinal fluid. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of Xanthones via Copper(II)-Catalyzed Dehydrogenative Cyclization and Successive Aromatization in a One-Step Sequence
  作者：Yoon Hu Jang、Yo-Sep Yang、Seung Hwan Son、Hyung-Seok Yoo、Jeong-Won Shin、Hyuck-Jae Won、Soo Lim Kim、Changjin Lim、Nam-Jung Kim

  DOI：10.1021/acs.orglett.2c03730

  日期：2022.12.23