1-(2-hydroxyphenyl)-3-(3,4-methylenedioxyphenyl)propanone | 56202-04-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(2-hydroxyphenyl)-3-(3,4-methylenedioxyphenyl)propanone
• 英文别名: hydroxy-2' methylenedioxy-3,4 dihydrochalcone；3-(1,3-Benzodioxol-5-yl)-1-(2-hydroxyphenyl)propan-1-one
• CAS: 56202-04-1
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: GTRCUGUOMIRPLB-UHFFFAOYSA-N

物化性质

• 熔点：
  74 °C(Solv: ethanol (64-17-5))
• 沸点：
  442.3±33.0 °C(Predicted)
• 密度：
  1.300±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxyphenyl)-3-(3,4-methylenedioxyphenyl)propanone 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Trikha, Smriti; Kumar, Rajesh; Dhawan, Ashish, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 2, p. 356 - 365

  摘要：

  DOI：
• 作为产物：
  描述：

  2'-羟基-2-戊烯基对苯二酚 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 生成 1-(2-hydroxyphenyl)-3-(3,4-methylenedioxyphenyl)propanone
  参考文献：
  名称：

  Trikha, Smriti; Kumar, Rajesh; Dhawan, Ashish, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 2, p. 356 - 365

  摘要：

  DOI：

文献信息

• Synthe`se et activite´s angioprotectrice, anti-allergique et antihistaminique de benzyl-3 chromones (homo-isoflavones)
  作者：Serge Kirkiacharian、Hubert G. Tongo、Janine Bastide、Pierre Bastide、Marie Magdeleine Grenie

  DOI：10.1016/0223-5234(89)90060-3

  日期：1989.9
• New Convenient Synthesis of Homoisoflavanones and (±)‐Di‐O‐methyldihydroeucomin
  作者：B. Serge Kirkiacharian、Michel Gomis

  DOI：10.1081/scc-200049789

  日期：2005.3

  Upon reaction of 1-(2-hydroxyphenyl)-3-phenylpropane-1-ones (2'-hydroxydihydrochalcones) with dimethylaminodimethoxymethane in boiling toluene, the corresponding 3-benzylchromones are obtained in excellent yields. These latter lead to 3-benzylchroman-4-ones (bomoisoflavanones) by catalytic hydrogenetion. These reactions were applied to the synthesis of (+/-)-3-benzylchroman-4-one and (+/-)-3(4-methoxybenzyl)-5,7-dimethoxychroman-4-one, (+/-)-di-O-methyldihydroeucomin.
• Lipase-catalyzed chemo- and enantioselective acetylation of 2-alkyl/aryl-3-hydroxypropiophenones
  作者：Rajesh Kumar、Abul Azim、Vijayendra Kumar、Sunil K Sharma、Ashok K Prasad、Oliver W Howarth、Carl E Olsen、Subhash C Jain、Virinder S Parmar

  DOI：10.1016/s0968-0896(01)00184-5

  日期：2001.10

  The chemo- and enantioselective capabilities of porcine pancreatic lipase (PPL) in tetrahydrofuran, and Candida rugosa lipase (CRL) in diisopropyl ether have been investigated for the acetylation of racemic 2-alkyl/aryl-3-hydroxypropiophenones, which are important precursors in the synthesis of biologically active chromanones and isoflavanones. A highly chemoselective acetylation of primary hydroxy group in preference to phenolic hydroxy group leading to the formation of enantiomerically enriched monoacetates has been observed. (C) 2001 Elsevier Science Ltd. All rights reserved.
• KIRKIACHARIAN, SERGE;TONGO, HUBERT G.;BASTIDE, JANINE;BASTIDE, PIERRE;GRE+, EUR. J. MED. CHEM., 24,(1989) N, C. 541-546
  作者：KIRKIACHARIAN, SERGE、TONGO, HUBERT G.、BASTIDE, JANINE、BASTIDE, PIERRE、GRE+

  DOI：——

  日期：——
• Trikha, Smriti; Kumar, Rajesh; Dhawan, Ashish, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 2, p. 356 - 365
  作者：Trikha, Smriti、Kumar, Rajesh、Dhawan, Ashish、Poonam、Prasad, Ashok K.、Cholli, Ashok L.、Olsen, Carl E.、Watterson, Arthur C.、Parmar, Virinder S.

  DOI：——

  日期：——