sativanone | 51106-84-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: sativanone
• 英文别名: 3-(2,4-dimethoxyphenyl)-7-hydroxy-2,3-dihydrochromen-4-one
• CAS: 51106-84-4
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: JOVYBWHPTQRVNZ-UHFFFAOYSA-N

物化性质

• 熔点：
  182-184 °C
• 沸点：
  520.6±50.0 °C(Predicted)
• 密度：
  1.281±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  sativanone 在 potassium carbonate 、 N,N-二甲基苯胺 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 73.5h， 生成 2',4'-dimethoxy-6'',6''-dimethylpyrano<2'',3'':7,8>isoflavanone
  参考文献：
  名称：

  Jain, A. C.; Nayyar, Naresh K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 481 - 484

  摘要：

  DOI：
• 作为产物：
  描述：

  间苯二酚 在 吗啉 、 aluminum (III) chloride 、 platinum on carbon 、 三氟化硼乙醚 、 氢气 、 sulfur 、 溶剂黄146 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 43.5h， 生成 sativanone
  参考文献：
  名称：

  Total Synthesis of (±)-Glabridin

  摘要：

  An efficient formal synthesis of (+/-)-glabridin was accomplished in 10 steps from resorcinol using Raney Ni to reduce carbon-carbon double bonds in alpha,beta-unsaturated carbonyl compound as the key step. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.821616

文献信息

• Jain, Amolak C.; Nayyar, Naresh K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 136 - 139
  作者：Jain, Amolak C.、Nayyar, Naresh K.

  DOI：——

  日期：——
• Chiral discrimination of natural isoflavanones using (R)- and (S)-BINOL as the NMR chiral solvating agents
  作者：Jingyu Yi、Guoxin Du、Yaxi Yang、Yuanchao Li、Yiming Li、Fujiang Guo

  DOI：10.1016/j.tetasy.2016.09.002

  日期：2016.12

  Commercially available chiral solvating agents (R)- and (S)-BINOL were applied to the enantiodifferentiation of natural isoflavanones via H-1 NMR spectroscopy. The absolute configurations of the enantiomers of isoflavanones including sativanone 1, 3'-0-methylviolanone 2, and homoferreirin 3 were assigned by comparing the corresponding delta(R) and delta(S) values. This approach provided a simple and general means to tentatively assign the enantiomeric purity and absolute configuration of isoflavanones. (C) 2016 Elsevier Ltd. All rights reserved.
• JAIN, AMOLAK C.;NAYYAR, NARESH K., INDIAN J. CHEM., 26,(1987) N 2, 136-139
  作者：JAIN, AMOLAK C.、NAYYAR, NARESH K.

  DOI：——

  日期：——
• Total Synthesis of (±)-Glabridin
  作者：Wen-Hua Ji、Qian-Shan Gao、Yun-Liang Lin、Hong-Mei Gao、Xiao Wang、Yan-Ling Geng

  DOI：10.1080/00397911.2013.821616

  日期：2014.2.16

  An efficient formal synthesis of (+/-)-glabridin was accomplished in 10 steps from resorcinol using Raney Ni to reduce carbon-carbon double bonds in alpha,beta-unsaturated carbonyl compound as the key step. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
• Jain, A. C.; Nayyar, Naresh K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 481 - 484
  作者：Jain, A. C.、Nayyar, Naresh K.

  DOI：——

  日期：——