1,2-dihydro-4-methyl-8-methoxynaphthalene | 90295-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2-dihydro-4-methyl-8-methoxynaphthalene
• 英文别名: 1-methyl-3,4-dihydronaphthalene；methyl-(5-methyl-7,8-dihydro-[1]naphthyl)-ether；Methyl-(5-methyl-7,8-dihydro-[1]naphthyl)-aether；Naphthalene, 1,2-dihydro-8-methoxy-4-methyl-；8-methoxy-4-methyl-1,2-dihydronaphthalene
• CAS: 90295-47-9
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: MUPFGAIOJRAUFA-UHFFFAOYSA-N

物化性质

• 沸点：
  180 °C(Press: 15 Torr)
• 密度：
  1.015±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,2-dihydro-4-methyl-8-methoxynaphthalene 在 吡啶 、 lithium aluminium tetrahydride 、 sodium azide 、 monoisopropylcamphenylborane 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 顺-(+)-5-甲氧基-1-甲基-2-(二正丙基氨基)萘满马来酸
  参考文献：
  名称：

  A short and efficient asymmetric synthesis of (1S,2R)-(+)-5-methoxy-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232)

  摘要：

  A general practical asymmetric synthesis of (1S,2R)-(+)-5-methoxyl-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232) was developed in a short and efficient method in high optical purity starting from commercially available 5-methoxy-1-tetralone. Asymmetric hydroboration of 5-methoxy-1-methyl-3,4-dihydronaphthalene with monoisopinocampheylborane followed by treatment with NaOH/H2O2 afforded key intermediate tetrahydronaphthol 4. Compound 4 was converted to the target molecule 1 using straightforward reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00333-x
• 作为产物：
  描述：

  5-甲氧基-3,4-二氢-2H-1-萘酮 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 1,2-dihydro-4-methyl-8-methoxynaphthalene
  参考文献：
  名称：

  A short and efficient asymmetric synthesis of (1S,2R)-(+)-5-methoxy-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232)

  摘要：

  A general practical asymmetric synthesis of (1S,2R)-(+)-5-methoxyl-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232) was developed in a short and efficient method in high optical purity starting from commercially available 5-methoxy-1-tetralone. Asymmetric hydroboration of 5-methoxy-1-methyl-3,4-dihydronaphthalene with monoisopinocampheylborane followed by treatment with NaOH/H2O2 afforded key intermediate tetrahydronaphthol 4. Compound 4 was converted to the target molecule 1 using straightforward reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00333-x

文献信息

• A Method for the Net Contra-thermodynamic Isomerization of Cyclic Trisubstituted Alkenes
  作者：Raphaël F. Guignard、Laurent Petit、Samir Z. Zard

  DOI：10.1021/ol4018744

  日期：2013.8.16

  A simple sequence for the net contra-thermodynamic isomerization of cyclic trisubstituted alkenes is reported consisting of a radical addition of p-chlorothiophenol, followed by oxidation to the sulfoxide and thermal syn-elimination to give the least substituted isomeric cycloalkene.

  为环状三取代烯烃的净禁忌热力学异构化的简单序列报道由自由基加成的p -chlorothiophenol，随后氧化成亚砜和热合成β-消除，得到至少取代的同分异构的环烯烃。
• [EN] NEO-TANSHINLACTONE AND ANALOGS AS POTENT AND SELECTIVE ANTI-BREAST CANCER AGENTS<br/>[FR] PUISSANTS ANTICANCEREUX SELECTIFS (CANCER DU SEIN) A BASE DE NEO-TANSHINLACTONE ET ANALOGUES
  申请人：UNIV NORTH CAROLINA

  公开号：WO2005087225A1

  公开（公告）日：2005-09-22

  Compounds of Formulae (I-II) are described : along with methods of using such compounds for the treatment of cancer and pharmeutical formulations thereof.

  化合物的公式（I-II）被描述：以及使用这些化合物治疗癌症的方法和药物配方。
• Cross coupling of vinyl triflates and alkyl Grignard reagents catalyzed by nickel(0)-complexes
  作者：Carl A. Busacca、Magnus C. Eriksson、Rita Fiaschi

  DOI：10.1016/s0040-4039(99)00439-6

  日期：1999.4

  The scope and limitations of the Nickel(0)-catalyzed cross coupling of vinyl triflates with alkyl Grignard reagents have been studied. The effect of triflate substitution, solvent, and especially ligands have been examined. Ligands which are successful for sp2 and sp Grignard reagents fail for sp3 Grignard reagents.

  研究了镍三氟甲磺酸与烷基格氏试剂的镍（0）催化交叉偶联的范围和局限性。已经研究了三氟甲磺酸酯取代，溶剂，尤其是配体的作用。成功用于sp 2和sp Grignard试剂的配体不能用于sp 3 Grignard试剂。
• A Formal Total Synthesis of (±) –cacalol
  作者：Ajoy K. Banerjee、Carlos E. Melean、Henry D. Mora、Elvia V. Cabrera、Manuel S. Laya

  DOI：10.3184/030823407x198230

  日期：2007.2

  A formal total synthesis of Cacalol is described. Synthesis of methyl tetralin 8 has been achieved from the 5–methoxy-1-tetralone 2. The conversion of 8 into tetralol 11 has been accomplished in three steps (bromination, formylation and oxidation).

  描述了 Cacalol 的正式全合成。由 5-甲氧基-1-四氢萘酮 2 合成甲基四氢萘 8。8 向四氢萘酚 11 的转化分三步完成（溴化、甲酰化和氧化）。
• NEO-TANSHINLACTONE AND ANALOGS AS POTENT AND SELECTIVE ANTI-BREAST CANCER AGENTS
  申请人：Lee Kuo-Hsiung

  公开号：US20090118356A1

  公开（公告）日：2009-05-07

  Compounds of Formulas I-II are described, along with methods of using such compounds for the treatment of cancer and pharmaceutical formulations thereof.

  描述了I-II式化合物，以及使用这些化合物治疗癌症和制备制药配方的方法。