4-benzyloxy-2,6-dimethylphenol | 38645-03-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-benzyloxy-2,6-dimethylphenol
• 英文别名: (4-Hydroxy-3.5-dimethyl-phenyl)-benzyl-aether；2-Hydroxy-5-benzyloxy-m-xylol；2,6-Dimethyl-4-phenylmethoxyphenol
• CAS: 38645-03-3
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: VXUHULYNFJDSLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-benzyloxy-2,6-dimethylphenol 在 palladium on activated charcoal copper diacetate 、 4 A molecular sieve 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 25.0h， 生成 4-(3-isopropyl-4-methoxymethoxyphenoxy)-3,5-dimethylphenol
  参考文献：
  名称：

  Structural Determinants of Selective Thyromimetics

  摘要：

  The thyromimetic GC-1 shows a preference for binding the P form of the thyroid hormone receptor (TR). GC-1 was designed as an analogue of the thyromimetic DIMIT, which has alower affinity for TR and is not selective. GC-1 has a methylene group linking its two aromatic rings and an oxyacetic acid polar side chain, while DIMIT has an ether oxygen linking its aromatic rings and an L-alanine polar side chain. The structural features of GC-1 that confer its greater affinity and selectivity compared to DIMIT were analyzed with the preparation of analogues that bear only one of their two different structural features. The analogue of GC-1 with a biaryl ether has selectivity comparable to that of GC-1, while the analogue of DIMIT with a methylene group linking its aromatic rings is only slightly selective. These results demonstrate that the oxyacetic acid side chain of GC-1 is critical in conferring TR-beta selectivity.

  DOI：

  10.1021/jm0301181
• 作为产物：
  描述：

  2,6-二甲基-1,4-苯二酚 、 溴甲苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 以9%的产率得到4-benzyloxy-2,6-dimethylphenol
  参考文献：
  名称：

  Structural Determinants of Selective Thyromimetics

  摘要：

  The thyromimetic GC-1 shows a preference for binding the P form of the thyroid hormone receptor (TR). GC-1 was designed as an analogue of the thyromimetic DIMIT, which has alower affinity for TR and is not selective. GC-1 has a methylene group linking its two aromatic rings and an oxyacetic acid polar side chain, while DIMIT has an ether oxygen linking its aromatic rings and an L-alanine polar side chain. The structural features of GC-1 that confer its greater affinity and selectivity compared to DIMIT were analyzed with the preparation of analogues that bear only one of their two different structural features. The analogue of GC-1 with a biaryl ether has selectivity comparable to that of GC-1, while the analogue of DIMIT with a methylene group linking its aromatic rings is only slightly selective. These results demonstrate that the oxyacetic acid side chain of GC-1 is critical in conferring TR-beta selectivity.

  DOI：

  10.1021/jm0301181

文献信息

• Organocatalytic Asymmetric Formal [4 + 2] Cycloaddition of <i>in Situ</i> Oxidation-Generated <i>ortho</i>-Quinone Methides and Aldehydes
  作者：Ding Zhou、Xueting Yu、Jian Zhang、Wei Wang、Hexin Xie

  DOI：10.1021/acs.orglett.7b03539

  日期：2018.1.5

  An unprecedented chiral secondary amine-catalyzed formal [4 + 2] annulation of aldehydes and oxidation-generated β-unsubstituted o-QMs is reported. This asymmetric protocol allows direct functionalization of the benzylic C–H bonds and furnishes [4 + 2] cycloadducts, chromanols, with excellent enantioselectivity and in up to 92% yield. The usability of this approach was further demonstrated by the enantioselective

  报道了空前的手性仲胺催化醛的正式[4 + 2]环化反应和氧化生成的β-未取代的o -QMs。这种不对称方案可以使苄基CH键直接官能化，并以优异的对映选择性和高达92％的产率提供[4 + 2]个环加合物，苯并二氢吡喃。该方法的可用性通过抗癌性Rhinacanthins衍生物NKPLS8的对映选择性合成得到了进一步证明。
• LIQUID CRYSTAL COMPOUND HAVING DIFLUOROPROPENYLENEOXY BONDING GROUP
  申请人：Tanaka Hiroyuki

  公开号：US20120029194A1

  公开（公告）日：2012-02-02

  The invention provides a liquid crystal compound having general physical properties necessary for the compound, namely stability to heat, light and so forth, a wide temperature range of a liquid crystal phase, a high clearing point, a good compatibility with other compounds, a large optical anisotropy and a large dielectric anisotropy; a compound represented by formula (1): wherein, for example, R 1 is alkyl having 1 to 20 carbons; ring A 1 and ring A 4 each are 1,4-cyclohexylene, 1,4-phenylene, or 1,4-phenylene in which arbitrary hydrogen is replaced by halogen; Z 1 and Z 4 each are a single bond; L 1 , L 2 , L 3 and L 4 each are hydrogen or fluorine; and X 1 is fluorine, chlorine, —CF 3 or —OCF 3 .

  该发明提供了一种具有化合物所需的一般物理性质的液晶化合物，即对热、光等的稳定性，液晶相的宽温度范围，高清晰点，与其他化合物的良好相容性，大光学各向异性和大介电各向异性的化合物；由以下式表示的化合物（1）： 其中，例如，R1是具有1到20个碳的烷基；环A1和环A4分别是1,4-环己烯基，1,4-苯基，或者1,4-苯基，其中任意氢原子被卤素替代；Z1和Z4分别是单键；L1，L2，L3和L4分别是氢或氟；X1是氟，氯，-CF3或-OCF3。
• FIVE-RING LIQUID CRYSTAL COMPOUND HAVING CYCLOHEXANE RING, LIQUID CRYSTAL COMPOSITION, AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：TANAKA HIROYUKI

  公开号：US20090302273A1

  公开（公告）日：2009-12-10

  A liquid crystal compound represented by formula (1), a liquid crystal composition comprising the compound, and a liquid crystal display device comprising the composition: For example, R 1 is alkyl having 1 to 20; ring A 1 , ring A 2 , ring A 3 , ring A 4 , ring A 5 , and ring A 6 are 1,4-cyclohexylene or 1,4-phenylene; Z 1 , Z 2 , Z 3 , Z 4 , Z 5 , and Z 6 is a single bond; X 1 is hydrogen or halogen; l, m, n, o, p, and q are 0 or 1, and l+m+n+o+p+q is 3.

  一种由式（1）表示的液晶化合物，包括该化合物的液晶组合物以及包括该组合物的液晶显示装置：例如，R1是具有1到20个碳原子的烷基;环A1，环A2，环A3，环A4，环A5和环A6是1,4-环己烯基或1,4-苯基;Z1，Z2，Z3，Z4，Z5和Z6是单键;X1是氢或卤素;l，m，n，o，p和q为0或1，且l+m+n+o+p+q为3。
• FIVE-RING LIQUID CRYSTAL COMPOUND HAVING CF20 BONDING GROUP, LIQUID CRYSTAL COMPOSITION, AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：Tanaka Hiroyuki

  公开号：US20100127211A1

  公开（公告）日：2010-05-27

  The invention provides a five-ring liquid crystal compound having a CF 2 O bonding group as a new compound having a general physical properties necessary for compounds, stability to heat, light and so forth, a wide temperature range of liquid crystal phases, a high clearing point, a good compatibility with other compounds, a large dielectric anisotropy and refractive index anisotropy, and an especially high clearing point and an especially large refractive index anisotropy, and provides a liquid crystal composition and a liquid crystal display device.

  本发明提供了一种具有CF2O键合基团的五环液晶化合物，作为一种具有化合物所需的一般物理性质、对热、光等的稳定性、广泛的液晶相温度范围、高清晰点、与其他化合物良好的相容性、大电介质各向异性和折射率各向异性，特别是高清晰点和特别大的折射率各向异性的新化合物，并提供了一种液晶组合物和液晶显示装置。
• FIVE-RING LIQUID CRYSTAL COMPOUND HAVING A NITROGEN-CONTAINING HETEROCYCLIC RING, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：Tanaka Hiroyuki

  公开号：US20110193022A1

  公开（公告）日：2011-08-11

  Provided is a liquid crystal compound having general physical properties necessary for a compound, stability to heat, light or the like, a wide liquid crystal phase temperature range, a high clearing point, an excellent compatibility with other liquid crystal compounds, a large refractive index anisotropy and a large dielectric anisotropy. Provided are a liquid crystal composition including the liquid crystal compound, and a liquid crystal display device containing the liquid crystal composition. The compound is represented by formula (1): wherein, for example, R 1 is alkyl having 1 to 20 carbons; at least one of the rings A 1 to A 6 is pyrimidine-2,5-diyl or pyridine-2,5-diyl and the others are 1,4-cyclohexylene or 1,4-phenylene; Z 1 to Z 6 are a single bond; L 1 to L 4 is hydrogen or halogen; X 1 is hydrogen, halogen, —C≡N or alkyl having 1 to 10 carbons; and l, m, n, o, p and q are 0 or 1 and l+m+n+o+p+q=3.

  提供了一种液晶化合物，具有化合物所需的一般物理特性，对热、光等具有稳定性，具有广泛的液晶相温度范围、高清晰点、与其他液晶化合物的优异兼容性、大的折射率各向异性和大的介电各向异性。提供了包括该液晶化合物的液晶组合物和包含该液晶组合物的液晶显示装置。该化合物由公式（1）表示：其中，例如，R1是具有1到20个碳的烷基；A1到A6中至少有一个是嘧啶-2,5-二基或吡啶-2,5-二基，其余为1,4-环己基或1,4-苯基；Z1到Z6是单键；L1到L4是氢或卤素；X1是氢、卤素、—C≡N或具有1到10个碳的烷基；l、m、n、o、p和q为0或1，且l+m+n+o+p+q=3。