1-(4-benzyloxy-3-methoxyphenyl)-2-propanone | 36055-01-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-benzyloxy-3-methoxyphenyl)-2-propanone
• 英文别名: (4-benzyloxy-3-methoxy-phenyl)-acetone；(4-Benzyloxy-3-methoxy-phenyl)-aceton；1-(3-Methoxy-4-phenylmethoxyphenyl)propan-2-one
• CAS: 36055-01-3
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: BFWYLKMNHOTBJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  1-(4-benzyloxy-3-methoxyphenyl)-2-propanone 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N-[2-(4-Benzyloxy-3-methoxy-phenyl)-1,1-dimethyl-ethyl]-propionamide
  参考文献：
  名称：

  Synthesis of two in vivo metabolites of N-(n-propyl)phentermine

  摘要：

  苯酚代谢物，1-(4-羟基苯基)-2-甲基-2-(n-丙基氨基)丙烷（1e）是通过从3-(4-甲氧基苯基)-2-甲基-1-丙烯或3-(4-甲氧基苯基)-2-甲基-2-丙醇和丙腈进行Ritter反应制备而成。通过解释它们的质谱图鉴定出了Ritter反应的另外三种产物。另一种苯酚代谢物，1-(4-羟基-3-甲氧基苯基)-2-甲基-2-(n-丙基氨基)丙烷（1f）无法通过Ritter反应制备，但可以从3-(4-苄氧基-3-甲氧基苯基)-2-甲基-1-丙烯和碘异氰酸酯的反应产物中获得。

  DOI：

  10.1139/v78-499
• 作为产物：
  描述：

  4-苄氧基-3-甲氧基苯甲醛 在 盐酸 、 ammonium acetate 、 三氯化铁 作用下， 以 水 为溶剂， 反应 23.0h， 生成 1-(4-benzyloxy-3-methoxyphenyl)-2-propanone
  参考文献：
  名称：

  Synthesis and capillary electrophoretic analysis of enantiomerically enriched reference standards of MDMA and its main metabolites

  摘要：

  Enantiomerically-enriched (S)-3,4-methylenedioxymethamphetamine (MDMA) and its main metabolites (S)-4-hydroxy-3-methoxymethamphetamine (HMMA) and (S)-3,4-dihydroxymethamphetamine (HHMA) were prepared for unequivocal identification of the differential enantioselective metabolism of these compounds as well as for its application in the analysis of biological samples. Capillary electrophoresis with cyclodextrin derivatives and a chemical correlation of (S)-MDMA. (S)-HMMA and (S)-HHMA has been performed to assign the absolute stereochemistry of major isomers in analytical standards enriched with such enantiomers. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00367-4

文献信息

• Arylethanol amine derivatives, their preparation and use in pharmaceutical compositions
  申请人：BEECHAM GROUP PLC

  公开号：EP0066351A1

  公开（公告）日：1982-12-08

  Compounds of formula (II); or a salt thereof; wherein R' is hydrogen or methyl: R2 is hydrogen or methyl; R3 is hydrogen, C1-12 C1-12 cycloalkyl, or benzyl optionally substituted with C1-6 alkyl, C1-6 alkoxy, or halogen, n is 1 or 2; and A is hydrogen, halogen, hydroxyl, C1-6 alkyl or C1-6 alkoxy; are useful in treating obesity, diabetes, or inflammation, or inhibiting platelet aggregation.

  式（II）化合物或其盐，其中 R' 是氢或甲基：R2 是氢或甲基；R3 是氢、C1-12 C1-12 环烷基或任选被 C1-6 烷基、C1-6 烷氧基或卤素取代的苄基，n 是 1 或 2；以及 A 是氢、卤素、羟基、C1-6 烷基或 C1-6 烷氧基；这些化合物可用于治疗肥胖症、糖尿病或炎症，或抑制血小板聚集。
• Process for producing phenylacetones
  申请人：UBE INDUSTRIES, LTD.

  公开号：EP0101223A2

  公开（公告）日：1984-02-22

  A phenylacetone or its derivative having the general formula (I): wherein X. Y, and Z are independently a hydrogen atom, a hydroxyl group, a halogen atom, a nitro group, an amino group, a lower alkyl group having 1 to 6 carbon atoms, a lower alkoxy group having 1 to 6 carbon atoms, or a benzyloxy group and any two substituents of X, Y, and Z may form, together with the benzene ring, a heterocycling ring having 5 to 7 members including 1 or 2 oxygen atoms is produced at a high yield and a high selectivity by reacting a 3-phenylpropylene or its derivative having the general formula (II): wherein X, Y and Z are as defined above, with an alkyl nitrite having the general formula (III):wherein R is an aliphatic, aromatic or alicyclic saturated or unsaturated hydrocarbon group in the presence of (a) water, (b) an alcohol, (c) a palladium catalyst, and (d) an optional amine or copper compound, or by reacting the above-mentioned 3-phenylpropylene or its derivative with the above-mentioned alkyl nitrite in the presence of (a) an alcohol, (b) a palladium catalyst and (c) an optional amine or copper compound to form 1-phemrl-2,2-dialkoxypropane or it derivative having the general formula (IV): wherein X, Y, Z and R are as defined above, followed by hydrolyzing the reaction product.

  具有通式(I)的苯丙酮或其衍生物： 其中 X.Y和Z独立地为氢原子、羟基、卤素原子、硝基、氨基、1至6个碳原子的低级烷基、1至6个碳原子的低级烷氧基或苄氧基，且X、Y和Z的任意两个取代基可与苯环一起形成一个具有5至7个成员（包括1或2个氧原子）的杂环： 其中 X、Y 和 Z 如上定义，与通式（III）的亚硝酸烷基酯反应：其中 R 为脂肪族、芳香族或脂环族饱和或不饱和烃基，在 (a) 水、(b) 醇、(c) 钯催化剂和 (d) 任选胺或铜化合物存在下反应、或在(a)醇、(b)钯催化剂和(c)任选胺或铜化合物存在下，使上述 3-苯基丙烯或其衍生物与上述亚硝酸烷基酯反应，生成通式为(IV)的 1-苯基-2,2-二烷氧基丙烷或其衍生物： 其中 X、Y、Z 和 R 如上定义，然后水解反应产物。
• REACTIONS OF VANILLIN AND ITS DERIVED COMPOUNDS. XI.¹ CINNAMIC ACIDS DERIVED FROM VANILLIN AND ITS RELATED COMPOUNDS^{2, 3}
  作者：IRWIN A. PEARL、DONALD L. BEYER

  DOI：10.1021/jo01142a008

  日期：1951.2
• The Preparation of Some Substituted 3,4-Dihydroisoquinolines¹
  作者：Armiger H. Sommers、Arthur W. Weston

  DOI：10.1021/ja01156a077

  日期：1951.12
• TETRAHYDROPROTOBERBINE COMPOUNDS AND USES THEREOF IN THE TREATMENT OF NEUROLOGICAL, PSYCHIATRIC AND NEURODEGENERATIVE DISEASES
  申请人：MILLER James Jackson

  公开号：US20150306092A1

  公开（公告）日：2015-10-29

  Tetrahydroprotoberbine (THPB) compounds and their use in the treatment of neurological, psychiatric and neurodegenerative diseases is provided. The compounds include d-govadine, l-govadine and racemic govadine, as well as d-THPBs of general formula (I). Enantioselective processes for preparing compounds of formula (I), and d- and l-govadine are also provided.(I)