1-chloro-1-methoxy-3-phenylpropane | 123186-24-3

• 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-chloro-1-methoxy-3-phenylpropane
• 英文别名: (3-Chloro-3-methoxypropyl)benzene
• CAS: 123186-24-3
• 化学式: C₁₀H₁₃ClO
• 分子量: 184.666
• InChiKey: RNTXUNFAVZAUOS-UHFFFAOYSA-N

物化性质

• 沸点：
  258.4±28.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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-chloro-1-methoxy-3-phenylpropane 在 三氟化硼乙醚 、 镍 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 9.0h， 生成 8-methyl-2-(2-phenylethyl)-3,6,7,8-tetrahydro-2H-oxocin
  参考文献：
  名称：

  Preparation of eight-membered cyclic ethers by Lewis acid promoted acetal-alkene cyclizations

  摘要：

  DOI：

  10.1021/ja00167a041
• 作为产物：
  描述：

  1,1-二甲氧基-3-苯基丙烷 在 zinc trifluoromethanesulfonate 、 乙酰氯 作用下， 反应 0.5h， 生成 1-chloro-1-methoxy-3-phenylpropane
  参考文献：
  名称：

  催化不对称缩合

  摘要：

  在僵化的情况下：在醛的酸催化乙缩醛的不对称形式中，手性约束布朗斯台德酸家族的新型成员显着优于以前建立的催化剂，提供了具有出色对映选择性的环状环状缩醛（见方案; Ar = 2- i Pr- 5-MeC 6 H 3）。

  DOI：

  10.1002/anie.201300120

文献信息

• Ye; Bhatt; Falck, Journal of the American Chemical Society, 1994, vol. 116, # 1, p. 1 - 5
  作者：Ye、Bhatt、Falck

  DOI：——

  日期：——
• Antipsoriatic anthrones with modulated redox properties. 1. Novel 10-substituted 1,8-dihydroxy-9(10H)-anthracenones as inhibitors of 5-lipoxygenase
  作者：Klaus Mueller、Dieter Guerster、Susanne Piwek、Wolfgang Wiegrebe

  DOI：10.1021/jm00077a015

  日期：1993.12

  The syntheses, the biological evaluation, and the structure-activity relationships of a novel series of 1,8-dihydroxy-9(10H)-anthracenones bearing acyl-, alkyl-, or alkylidene-linked aromatic substituents in the 10-position are described. The phenylacyl and phenylalkylidene analogs were far more potent inhibitors of 5-lipoxygenase (5-LO) from bovine polymorphonuclear leukocytes (IC50 values in the 10(-7) M range) than the antipsoriatic drug anthralin, whereas phenylalkyl analogs were only weak inhibitors. Among the active compounds were both potent generators of hydroxyl radicals, as determined by deoxyribose degradation, and strong reducers of the stable free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH). However, several derivatives of this series maintained 5-LO inhibitory activity but did not generate hydroxyl radicals and were not reactive with DPPH. In particular, phenylacyl analogs were also 6 times more efficient in inhibition of lipid peroxidation in model membranes than anthralin. Structure-activity relationships have shown that the presence of free phenolic groups in the attached aromatic ring is beneficial but not required for 5-LO inhibitory potency. The inhibitory potency in the 10-phenylacyl series increased with the length of the acyl chain with three methylene units being the optimum, suggesting a specific enzyme interaction which would not be expected for nonspecific redox inhibitors.
• Synthesis of Ethyl p-Nitrophenyl α-Methoxyalkylphosphonates
  作者：L. S. Hafner、M. V. Garrison、J. E. Brown、B. H. Alexander

  DOI：10.1021/jo01014a004

  日期：1965.3
• Sequential Catalytic Asymmetric Allylic Transfer Reaction: Enantioselective and Diastereoselective Construction of Tetrahydropyran Units
  作者：Chan-Mo Yu、Jae-Young Lee、Byungran So、Junghyun Hong

  DOI：10.1002/1521-3773(20020104)41:1<161::aid-anie161>3.0.co;2-n

  日期：2002.1.4
• Preparation of seven-membered ring cyclic ethers and 3-alkylidenetetrahydropyrans from the cyclization of oxonium cations derived from unsubstituted and silicon-containing 4-alken-1-ols
  作者：Armando Castaneda、David J. Kucera、Larry E. Overman

  DOI：10.1021/jo00285a016

  日期：1989.11