7-methoxy-2,2-dimethylchroman-4-ol | 54874-21-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-methoxy-2,2-dimethylchroman-4-ol
• 英文别名: 2,2-Dimethyl-4-hydroxy-7-methoxy-chroman；7-methoxy-2,2-dimethyl-3,4-dihydrochromen-4-ol
• CAS: 54874-21-4
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: BJAOFCXNFMYEPG-UHFFFAOYSA-N

物化性质

• 沸点：
  314.2±42.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• 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：

  7-methoxy-2,2-dimethylchroman-4-ol 在 potassium hydrogensulfate 作用下， 以 甲苯 为溶剂， 生成 早熟素Ⅰ
  参考文献：
  名称：

  Tsukayama, Masao; Sakamoto, Tsukasa; Horie, Tokunaru, Heterocycles, 1981, vol. 16, # 6, p. 955 - 958

  摘要：

  DOI：
• 作为产物：
  描述：

  7-甲氧基-2,2-二甲基苯并二氢吡喃-4-酮 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 7-methoxy-2,2-dimethylchroman-4-ol
  参考文献：
  名称：

  Enantioselective reduction of 4-chromanone and its derivatives by selected filamentous fungi

  摘要：

  Biotransformation of 4-chromanone and its derivatives in the cultures of three biocatalysts: Didymosphaeria igniaria, Colyneum betulinum and Chaetomium sp. is presented. The biocatalysts were chosen due to their capability of enantiospecific reduction of low-molecular-weight ketones (acetophenone and its derivatives and alpha- and beta-tetralone). The substrates were reduced to the respective S-alcohols with high enantiomeric excesses, according to the Prelog's rule. In the culture of Chaetomium sp. after longer biotransformation time an inversion of configuration of the formed alcohols was also observed. The highest yield of transformation was observed for 6-methyl-4-chromanone. In all the tested cultures, the higher was the molecular weight of a chromanone, the lower conversion percent was observed. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2013.09.004

文献信息

• Structural effects on the enantioselective acetylation of 4-hydroxychromans catalyzed by microbial lipases
  作者：Maja Majerić、Mirjana Gelo-Pujić、Vitomir Šunjić、Albert Lévai、Peter Sebök、Tibor Timàr

  DOI：10.1016/0957-4166(95)00103-v

  日期：1995.4

  Kinetic resolutions of a series of racemic 4-hydroxychromans by the Candida cylindracea lipase catalysed acetylation are described. Correlation between structure (conformation) and enantioselectivity is discussed.
• Jennings, Richard C.; Ottridge, Anthony P., Journal of the Chemical Society. Perkin transactions I, 1984, # 8, p. 1733 - 1738
  作者：Jennings, Richard C.、Ottridge, Anthony P.

  DOI：——

  日期：——
• Anastasis, Panayiotis; Brown, Philip E., Journal of the Chemical Society. Perkin transactions I, 1983, # 7, p. 1431 - 1437
  作者：Anastasis, Panayiotis、Brown, Philip E.

  DOI：——

  日期：——
• Banerji, A.; Goomer, N. C., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 2, p. 144 - 146
  作者：Banerji, A.、Goomer, N. C.

  DOI：——

  日期：——
• Jolivet, Catherine; Rivalle, Christian; Bisagni, Emile, Heterocycles, 1996, vol. 43, # 5, p. 995 - 1005
  作者：Jolivet, Catherine、Rivalle, Christian、Bisagni, Emile

  DOI：——

  日期：——