5-methoxy-2-phenyl-1-tetralone | 128881-77-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-methoxy-2-phenyl-1-tetralone
• 英文别名: 2-phenyl-5-methoxytetralone；5-methoxy-2-phenyl-3,4-dihydro-2H-naphthalen-1-one
• CAS: 128881-77-6
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: FBWWLRFTDQIGJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methoxy-2-phenyl-1-tetralone 在 叠氮磷酸二苯酯 、 二异丁基氢化铝 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 8-methoxy-3-phenyl-1,2-dihydronaphthalene
  参考文献：
  名称：

  Inhibitors of Acyl CoA:Cholesterol Acyltransferase

  摘要：

  Conformational restriction of previously disclosed acyclic diphenylethyl)diphenylacetamides led to the discovery of several potent inhibitors of acyl CoA:cholesterol acyltransferase (ACAT). cis-[2-(4-Hydroxyphenyl)-1-indanyl]diphenylacetamide (4a) was the mo st potent ACAT inhibitor identified (IC50 = 0.04 mu M in an in vitro rat hepatic microsomal ACAT assay, ED(50) = 0.72 mg/kg/day in cholesterol-fed hamsters).

  DOI：

  10.1021/jm950833d
• 作为产物：
  描述：

  5-甲氧基-3,4-二氢-2H-1-萘酮 在 palladium diacetate 、 三正丁基甲氧基锡 、 对甲苯磺酸 、 三(邻甲基苯基)磷 作用下， 以 甲苯 为溶剂， 生成 5-methoxy-2-phenyl-1-tetralone
  参考文献：
  名称：

  Inhibitors of Acyl CoA:Cholesterol Acyltransferase

  摘要：

  Conformational restriction of previously disclosed acyclic diphenylethyl)diphenylacetamides led to the discovery of several potent inhibitors of acyl CoA:cholesterol acyltransferase (ACAT). cis-[2-(4-Hydroxyphenyl)-1-indanyl]diphenylacetamide (4a) was the mo st potent ACAT inhibitor identified (IC50 = 0.04 mu M in an in vitro rat hepatic microsomal ACAT assay, ED(50) = 0.72 mg/kg/day in cholesterol-fed hamsters).

  DOI：

  10.1021/jm950833d

文献信息

• Reactions of lithiated ortho-toluamides and related compounds with vinylsilanes: Syntheses of 1-tetralones and 1-naphthols.
  作者：Mutsuhiro DATE、Mitsuaki WATANABE、Sunao FURUKAWA

  DOI：10.1248/cpb.38.902

  日期：——

  The reaction of lithiated ortho-toluamides and related species with vinylsilanes was examined in order to develop a new, convenient synthesis of 1-tetralones and 1-naphthols.

  研究了锂化的邻甲苯酰胺及相关物种与乙烯基硅烷的反应，旨在开发一种新的、便捷的合成1-四氢萘酮和1-萘酚的方法。
• RuPHOX–Ru catalyzed asymmetric hydrogenation of α-substituted tetralones <i>via</i> a dynamic kinetic resolution
  作者：Jingjing Li、Jianxun Ye、Jiayu Zhou、Jing Li、Delong Liu、Wanbin Zhang

  DOI：10.1039/d2cc01193j

  日期：——

  The efficient RuPHOX–Ru catalyzed asymmetric hydrogenation of α-substituted tetralones via a dynamic kinetic resolution has been achieved for the synthesis of chiral tetrahydronaphthols. The mechanism study indicated that hydrogenation with H2 gas, rather than transfer hydrogenation with EtOH solvent as the hydrogen source, predominates in the reaction pathway.

  通过动态动力学拆分实现了高效的 RuPHOX-Ru 催化的 α-取代四氢萘酮的不对称氢化，用于合成手性四氢萘酚。机理研究表明，H 2气体加氢，而不是以EtOH溶剂作为氢源的转移加氢，在反应途径中占主导地位。
• DATE, MUTSUHIRO;WATANABE, MITSUAKI;FURUKAWA, SUNAO, CHEM. AND PHARM. BULL., 38,(1990) N, C. 902-906
  作者：DATE, MUTSUHIRO、WATANABE, MITSUAKI、FURUKAWA, SUNAO

  DOI：——

  日期：——
• Inhibitors of Acyl CoA:Cholesterol Acyltransferase
  作者：Wayne Vaccaro、Cindy Amore、Joel Berger、Robert Burrier、John Clader、Harry Davis、Martin Domalski、Tom Fevig、Brian Salisbury、Rosy Sher

  DOI：10.1021/jm950833d

  日期：1996.1.1

  Conformational restriction of previously disclosed acyclic diphenylethyl)diphenylacetamides led to the discovery of several potent inhibitors of acyl CoA:cholesterol acyltransferase (ACAT). cis-[2-(4-Hydroxyphenyl)-1-indanyl]diphenylacetamide (4a) was the mo st potent ACAT inhibitor identified (IC50 = 0.04 mu M in an in vitro rat hepatic microsomal ACAT assay, ED(50) = 0.72 mg/kg/day in cholesterol-fed hamsters).