6-甲氧基-1,2,3,4-四氢萘-1-基乙酸酯 | 70157-84-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: 6-甲氧基-1,2,3,4-四氢萘-1-基乙酸酯
• 英文名称: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl acetate
• 英文别名: (6-Methoxy-1,2,3,4-tetrahydronaphthalen-1-yl) acetate
• CAS: 70157-84-5
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: RRRLBOAFPIYXRF-UHFFFAOYSA-N

物化性质

• 熔点：
  87 °C
• 沸点：
  144-149 °C(Press: 3 Torr)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-甲氧基-1,2,3,4-四氢萘-1-基乙酸酯 在 potassium permanganate 、 potassium hydrogensulfate 、 丙酮 作用下， 120.0 ℃ 、2.93 kPa 条件下， 生成 3-(2-Carboxy-5-methoxy-phenyl)-propionsaeure
  参考文献：
  名称：

  A Glucomannan and Chitosan Fiber Supplement Decreases Plasma Cholesterol and Increases Cholesterol Excretion in Overweight Normocholesterolemic Humans

  摘要：

  Objective: Both chitosan and glucomannan have demonstrated hypocholesterolemic effects. A recent study in rats indicates that the combination of the two is also a potent hypocholesterolemic agent that increases fecal fat excretion. The objective of the present study was to determine the hypocholesterolemic effect of a supplement containing equal amounts of chitosan and glucomannan on blood lipid concentrations and fecal excretion of fat, neutral sterols and bile acids.Methods: Twenty-one overweight normocholesterolemic subjects (I I males and 10 females) were fed 2.4 g/day of a supplement containing equal amounts of chitosan and glucomannan. Prior to taking the supplement (initial period) and after 28 days (final period), blood was drawn for measurement of serum lipids and a three-day fecal sample collected for determination of fat, neutral sterol and bile acid excretion. Subjects maintained their normal dietary and activity patterns during the study.Results: Caloric intake and intake of fat and dietary fiber (excluding the supplement) did not differ between the initial and final periods. Serum total, HDL and LDL cholesterol concentrations were significantly lower (P < 0.05) in the final period compared to the initial period. Serum triacylglycerol concentration did not change between periods. There was a trend towards greater fecal excretion of neutral sterols and bile acids (p = 0.13 and 0.16, respectively) in the final period. However. fecal fat excretion did not differ between periods.Conclusions: Serum cholesterol reduction by a chitosan/glucomannan supplement is likely mediated by increased fecal steroid excretion and is not linked to fat excretion.

  DOI：

  10.1080/07315724.2002.10719246
• 作为产物：
  描述：

  乙酸异丙烯酯 在 氢气 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 60.0h， 生成 6-甲氧基-1,2,3,4-四氢萘-1-基乙酸酯
  参考文献：
  名称：

  芳基烷基酮衍生烯醇乙酸酯的C-氘化研究

  摘要：

  结果报告了一系列烯醇乙酸酯（衍生自芳基烷基酮）的区域选择性 C-氘化，使用分子氘作为 D 源，钯对硫酸钡作为介质。结果显示突出了与烯醇乙酸酯的氘化相关的潜在问题。版权所有 © 2005 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.928

文献信息

• Selective acetylation of primary alcohols by ethyl acetate
  作者：Raju Singha、Jayanta K. Ray

  DOI：10.1016/j.tetlet.2016.10.088

  日期：2016.11

  A KOtBu and ethyl acetate mediated efficient methodology has been developed for the acetylation of primary and secondary alcohols where ethyl acetate is the source of acetyl group. The reaction is fast, mild, efficient, and highly selective towards the primary alcohols.

  已经开发了用于叔和仲醇的乙酰化的KO t Bu和乙酸乙酯介导的有效方法，其中乙酸乙酯是乙酰基的来源。该反应对伯醇快速，温和，有效且高度选择性。
• 1-Chloro-2-formyl indenes and tetralenes as antitubercular agents
  作者：Debabrata Chanda、Dharmendra Saikia、J.K. Kumar、Jay Prakash Thakur、Jyoti Agarwal、C.S. Chanotiya、Karuna Shanker、Arvind S. Negi

  DOI：10.1016/j.bmcl.2011.05.016

  日期：2011.7

  1-Chloro-2-formyl indenes and tetralenes have been synthesized using Vilsmeier–Haack–Arnold reaction onto indanones and tetralones. Most of these analogues exhibited antitubercular activity against Mycobacterium tuberculosis H37Rv strain with MICs ranging from 30 to 500 μg/mL. Analogue 13 was further modified to some derivatives. The most active analogue 23 showing MIC at 30 μg/mL was further evaluated

  1-氯-2-甲酰基茚满和四烯已使用Vilsmeier-Haack-Arnold反应合成了茚满酮和四氢萘酮。这些类似物中的大多数对MIC范围为30至500μg/ mL的结核分枝杆菌H37Rv菌株均表现出抗结核活性。类似物13被进一步修饰成一些衍生物。在瑞士的白化病小鼠中，进一步评估了显示MIC为30μg/ mL的最具活性的类似物23的急性口服毒性，发现最高300 mg / kg的剂量是安全的。
• Electroreductive formylation of activated alcohols<i>via</i>radical–polar crossover
  作者：Jungtaek Kang、Heyjin Cho、Hyunwoo Kim

  DOI：10.1039/d3cc01529g

  日期：——

  The direct synthesis of sterically hindered aldehydes is highly challenging. Herein, we report a direct approach to generate such compounds via electroreductive cleavage of the C(sp3)–O bond of activated alcohols. Under the established reaction conditions, benzylic radical intermediates were efficiently generated. A subsequent radical–polar crossover generated carbanions that further reacted with N

  空间位阻醛的直接合成极具挑战性。在此，我们报告了一种通过活化醇的 C(sp 3 )–O 键的电还原裂解生成此类化合物的直接方法。在既定的反应条件下，有效地生成了苄基自由基中间体。随后的自由基-极性交叉产生的碳负离子进一步与N , N-二甲基甲酰胺反应，形成各种具有叔或季苄基碳中心的醛。还证明了克级合成的可行性。该反应也在一个简单的未分隔电池中进行，避免使用任何过渡金属催化剂、有毒气体和还原剂。
• Bouquet, M.; Guy, A.; Lemaire, M., Synthetic Communications, 1985, vol. 15, # 13, p. 1153 - 1158
  作者：Bouquet, M.、Guy, A.、Lemaire, M.、Guette, J. P.

  DOI：——

  日期：——
• Unusual α-Methylation of Alkoxyaryl Ketones with Higher Order Methyl Cuprate and Lithium Bromide
  作者：Michael E. Jung、Byoung Suk Lee

  DOI：10.1021/jo0011540

  日期：2000.12.1