3,4-Bis(4-methoxyphenyl)-3,4-hexandiol | 7499-29-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4-Bis(4-methoxyphenyl)-3,4-hexandiol
• 英文别名: 3,4-bis(4-methoxyphenyl)hexane-3,4-diol；3,4-Bis-(p-methoxy-phenyl)-hexan-3,4-diol；meso-3,4-bis-(4-methoxy-phenyl)-hexane-3,4-diol；3.4-Dihydroxy-3.4-bis-(4-methoxy-phenyl)-hexan；α.α'-Dihydroxy-4.4'-dimethoxy-α.α'-diaethyl-bibenyzl；4.4'-Dimethoxy-α.α'-diaethyl-bibenzyldiol-(α.α')；meso-3,4-Bis-(4-methoxy-phenyl)-hexan-3,4-diol；3.4-Bis-(4-methoxy-phenyl)-hexandiol-(3.4)
• CAS: 7499-29-8
• 化学式: C₂₀H₂₆O₄
• 分子量: 330.424
• InChiKey: VJQGJQJEDTZCKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-Bis(4-methoxyphenyl)-3,4-hexandiol 在 palladium on activated charcoal sodium hydroxide 、 selenium 、 硫酸 、 氨 、 氢气 、 sodium 、 溶剂黄146 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙醇 为溶剂， 生成 4-Oxo-cyclohexan-(1-spiro-1')-6'-methoxy-2',3'-diethyl-indan
  参考文献：
  名称：

  Inhoffen,H.H. et al., Justus Liebigs Annalen der Chemie, 1964, vol. 674, p. 36 - 56

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲氧基苯丙酮 在 三乙烯二胺 、 tetrabutylammonium tetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以76%的产率得到3,4-Bis(4-methoxyphenyl)-3,4-hexandiol
  参考文献：
  名称：

  用于在环境条件下合成醇和二醇的醛和酮的电化学还原

  摘要：

  提出了一种通过电化学途径还原羰基化合物（包括醛和酮）的可持续、实用和直接的策略，以良好的收率提供各种醇或二醇作为主要产品。反应在环境温度下在空气中顺利进行，以 DABCO 作为牺牲还原剂。机理研究表明，直接电化学还原，然后是质子化或自由基-自由基同源偶联是主要途径。

  DOI：

  10.1055/a-1833-9025

文献信息

• A flexible enantioselective approach to 3,4-dihydroxyprolinol derivatives by SmI2-mediated reductive coupling of chiral nitrone with ketones/aldehydes
  作者：Hong-Kui Zhang、Shou-Qiang Xu、Jia-Jia Zhuang、Jian-Liang Ye、Pei-Qiang Huang

  DOI：10.1016/j.tet.2012.06.006

  日期：2012.8

  derivatives was described, which is based on the samarium diiodide-mediated reductive coupling of the chiral nitrone (3S,4R)-8, derived from d-isoascorbic acid with aldehydes/ketones. Thereby, polyhydroxyprolinol derivatives 9a–e and 9h–j were obtained from aromatic ketones and aliphatic aldehydes in good to excellent yields of 65–91%. These reductive hydroxyalkylations are highly diastereoselective

  描述了一种灵活的对映多羟基化脯氨醇衍生物的对映选择性方法，该方法基于io二碘化物介导的衍生自d-异抗坏血酸与醛/酮的手性硝酮（3 S，4 R）-8的还原偶联。因此，从芳族酮和脂族醛中获得多羟基脯氨醇衍生物9a – e和9h – j的产率高达65–91％。这些还原性羟烷基化在建立C-4立体异构中心时具有很高的非对映选择性。通过这种方式，（-）-8a- epi- swainsonine（4）和（-）-8,8a-di- Epi - swainsonine（5）已实现。
• Effect of Low-Fat and/or Low-Energy Diets on Anthropometric Measures in Participants of the Women’s Diet Study
  作者：Zora Djuric、Samir Lababidi、Lance K. Heilbrun、Janice B. Depper、Kathleen M. Poore、Virginia E. Uhley

  DOI：10.1080/07315724.2002.10719192

  日期：2002.2

  Objective: To compare the effects of low-fat, low-energy and combination low-fat/low-energy intervention on changes in six anthropometric measures in Caucasian and African-American free-living women.Methods: The effects of dietary counseling strategies for fat and/or energy reduction were examined on anthropometric measures in 86 pre-menopausal women, average BMI of 28 kg/m(2), who participated in a 12-week intervention trial called the Women's Diet Study. The dietary goals were 1510 of energy from fat and/or 25% reduction in energy intake, relative to reported baseline intake, using a 2 x 2 factorial design. Analysis of covariance models were constructed to evaluate changes in anthropometric measures over the 12 weeks of study.Results: The biggest difference by race was in women who were relatively heavier at baseline, in which case African-American women lost significantly less weight but decreased their waist:hip ratio to a significantly greater extent than Caucasian women. With regard to the effects of diet arm, weight loss varied depending on baseline weight, and in women with higher baseline weights, the combination low-fat/low-energy diet resulted in the most weight loss (6.7 kg, p < 0.05). Decreases in the other anthropometric measures at week 12 were more uniform across diet arms and did not depend on baseline values. After controlling for previous weight history and race, the decreases in BMI, percent body fat and waist circumference after 12 weeks were statistically equivalent with the low-fat, low-energy or combination low-fat/low-energy diets. The relatively greater decreases in percent body fat and waist circumference with the combination diet versus the low-fat or low-energy diets were not statistically significant.Conclusion: The low-fat, low-energy and combination diets all resulted in similar and statistically significant decreases in BMI, percent body fat and waist circumference over 12 weeks of intervention. The extent of weight loss, however, varied depending on baseline weight, and the combination diet was the only intervention to result in significant weight loss for women who were heavier at baseline. This indicates that, although there may be an advantage for reducing dietary fat in initially heavier women, any of these counseling strategies could be effective for improving anthropometric predictors of health risks associated with overweight status. This is useful since flexibility in dietary choices may facilitate adherence to dietary counseling in some individuals.
• Sah, Journal of the Chinese Chemical Society (Peking), 1946, vol. 13, p. 111,117
  作者：Sah

  DOI：——

  日期：——
• The Preparation of Synthetic Estrogens. I. The Synthesis of Diethylstilbestrol through the Pinacol—Pinacolone Compounds
  作者：Keiiti Sisido、Hitosi Nozaki

  DOI：10.1021/ja01182a103

  日期：1948.2
• Dodds et al., Proceedings of the Royal Society of London. Series B, Biological sciences, 1939, vol. 127, p. 140,153 Anm. 154
  作者：Dodds et al.

  DOI：——

  日期：——