2-(2,5-Dimethoxy-4-methylphenyl)propan-2-ol | 126570-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2,5-Dimethoxy-4-methylphenyl)propan-2-ol
• CAS: 126570-34-1
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: RUAQXEPJKYQFBZ-UHFFFAOYSA-N

物化性质

• 沸点：
  335.1±42.0 °C(Predicted)
• 密度：
  1.044±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2,5-Dimethoxy-4-methylphenyl)propan-2-ol 在 吡啶 、 甲醇 、 Porcine pancreas lipase type II 、 dimethyl sulfide borane 、 对甲苯磺酸 、 对苯二酚 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲基叔丁基醚 、 二甲基亚砜 、 苯 为溶剂， 反应 10.0h， 生成 (3R)-3-(2,5-dimethoxy-4-methylphenyl)butanenitrile
  参考文献：
  名称：

  Lipase-mediated resolution of substituted 2-aryl-propanols: application to the enantioselective synthesis of phenolic sesquiterpenes

  摘要：

  A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.03.012
• 作为产物：
  描述：

  2,5-二甲氧基甲苯 在 三氯化铝 作用下， 以 二硫化碳 、 乙醚 为溶剂， 反应 2.0h， 生成 2-(2,5-Dimethoxy-4-methylphenyl)propan-2-ol
  参考文献：
  名称：

  Sudalai, A.; Rao, G. S. Krishna, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 520 - 521

  摘要：

  DOI：

文献信息

• Iwamoto, Hidetoshi; Takuwa, Akio; Hamada, Kensaku, Journal of the Chemical Society. Perkin transactions I, 1999, # 5, p. 575 - 581
  作者：Iwamoto, Hidetoshi、Takuwa, Akio、Hamada, Kensaku、Fujiwara, Ryuji

  DOI：——

  日期：——
• SUDALAI, A.;RAO, G. S. KRISHNA, INDIAN J. CHEM. B, 28,(1989) N, C. 520-521
  作者：SUDALAI, A.、RAO, G. S. KRISHNA

  DOI：——

  日期：——
• SUBSTITUTED PYRROLOPYRDINES AS INHIBITORS OF BROMODOMAIN
  申请人：Genentech, Inc.

  公开号：EP3218375B1

  公开（公告）日：2022-04-27
• THERAPEUTIC COMPOUNDS AND USES THEREOF
  申请人：GENENTECH, INC.

  公开号：US20170340605A1

  公开（公告）日：2017-11-30

  The present invention relates to compounds of formula (I): and to salts thereof, wherein R 1 , R 2 , and Q have any of the values defined in the specification, and compositions and uses thereof. The compounds are useful as inhibitors of bromodomains. Also included are pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various bromodomain-mediated disorders.
• Lipase-mediated resolution of substituted 2-aryl-propanols: application to the enantioselective synthesis of phenolic sesquiterpenes
  作者：Stefano Serra

  DOI：10.1016/j.tetasy.2011.03.012

  日期：2011.3

  A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished. (C) 2011 Elsevier Ltd. All rights reserved.