1-(1-naphthyl)-1-propanol | 56620-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(1-naphthyl)-1-propanol
• 英文别名: 1-(naphthalen-1-yl)propan-1-ol；1-naphthalen-1-ylpropan-1-ol
• CAS: 56620-47-4
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: ZQICEUHANAFUAM-UHFFFAOYSA-N

物化性质

• 沸点：
  171 °C(Press: 13 Torr)
• 密度：
  1.0899 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(1-naphthyl)-1-propanol 在 2-碘酰基苯甲酸 作用下， 以 乙酸乙酯 为溶剂， 生成 1-萘-1-基丙-1-酮
  参考文献：
  名称：

  Fc-PIP催化的芳基烯基甲醇的动力学拆分

  摘要：

  开发了有效的动力学拆分非芳基酰基转移催化剂Fc-PIP催化的各种芳基烯基羰基醇的方法，可提供相应的未反应的醇，其ee值高达99％，优良的ee值高达24。

  DOI：

  10.1002/cjoc.201200410
• 作为产物：
  描述：

  1-萘-1-基丙-1-酮 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 1-(1-naphthyl)-1-propanol
  参考文献：
  名称：

  Asymmetric Transfer Hydrogenation of 1-Naphthyl Ketones by an ansa-Ru(II) Complex of a DPEN-SO₂N(Me)-(CH₂)₂(η⁶-p-Tol) Combined Ligand

  摘要：

  The first second-generation designer Ru(II) catalyst 1b featuring an enantiopure N,C-(N-ethylene-N-methyl-sulfamoyI)-tethered (DPEN-k(2)N,N)/n(6)toluene hybrid ligand Is introduced. Using an SIC 1000 in HCO2H Et3N 5:2 transfer hydrogenation medium, secondary 1-naphthyl alcohols are obtained in up to >99.9% ee under mild conditions. Mechanistic factors are discussed.

  DOI：

  10.1021/ol400393j

文献信息

• [EN] FUSED-RING PYRIMIDIN-4(3H)-ONE DERIVATIVES, PROCESSES FOR THE PREPARATION AND USES THEREOF<br/>[FR] DERIVES DE LA PYRIMIDIN-4(3H)-ONE A CYCLES FUSIONNES, SPN PROCEDE DE PREPARATION ET SES UTILISATIONS
  申请人：SANKYO CO

  公开号：WO2003106435A1

  公开（公告）日：2003-12-24

  AbstractNovel compounds of the following formula (I) and pharmacologically acceptable salt and esters thereof can modulate LXR function and as a result show excellent anti-arteriosclerotic and anti-inflammatory activity:wherein:A represents aryl or heteroaryl;R1, R2 and R3 are the same or different and each represents hydrogen, hydroxyl, nitro, cyano, amino, halogen, carboxy, carbamoyl, mercapto, alkyl, haloalkyl, alkylcarbonyloxy, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, alkylcarbonylamino, N-(alkylcarbonyl)-N-(alkyl)amino, alkoxycarbonylamino, N-(alkoxycarbonyl)-N-(alkyl)amino, alkylsulfonylamino, N-(alkylsulfonyl)-N-(alkyl)amino, haloalkylsulfonylamino, N-(haloalkylsulfonyl)-N-(alkyl)amino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl group, or R1 and R2 together are alkylenedioxy;R4 and R5 are the same or different and each represents hydrogen, hydroxyl, amino, halogen, mercapto, alkyl, haloalkyl, alkoxy, alkoxycarbonyl or alkylthio;X represents hydrogen, hydroxyl, halogen, alkoxy or haloalkoxy; andY represents an optionally substituted alkyl, cycloalkyl, heterocyclyl, aryl, cycloalkylalkyl, heterocyclylalkyl or aralkyl group.

  新化合物具有以下式（I）的结构，其药学上可接受的盐和酯可以调节LXR功能，从而表现出优秀的抗动脉粥样硬化和抗炎活性：其中：A代表芳基或杂环芳基；R1、R2和R3相同或不同，每个代表氢、羟基、硝基、氰基、氨基、卤素、羧基、氨基甲酰基、巯基、烷基、卤代烷基、烷基羰氧基、烷氧基、烷硫基、烷磺基、烷基氨基、二烷基氨基、烷基羰基氨基、N-（烷基羰基）-N-（烷基）氨基、烷氧羰基氨基、N-（烷氧羰基）-N-（烷基）氨基、烷磺酰氨基、N-（烷磺酰基）-N-（烷基）氨基、卤代烷基磺酰氨基、N-（卤代烷基磺酰基）-N-（烷基）氨基、烷基羰基、烷氧羰基、烷基氨基羰基或二烷基氨基羰基，或R1和R2一起是亚烷二氧基；R4和R5相同或不同，每个代表氢、羟基、氨基、卤素、巯基、烷基、卤代烷基、烷氧基、烷氧羰基或烷硫基；X代表氢、羟基、卤素、烷氧基或卤代烷氧基；Y代表可选择取代的烷基、环烷基、杂环烷基、芳基、环烷基烷基、杂环烷基烷基或芳基烷基。
• Bu₄NI-Catalyzed α-Oxyacylation of Carbonyl Compounds with Toluene Derivatives
  作者：Chengliang Li、Tao Jin、Xinglu Zhang、Chunju Li、Xueshun Jia、Jian Li

  DOI：10.1021/acs.orglett.6b00749

  日期：2016.4.15

  A TBAI (tetrabutylammonium iodide)-catalyzed direct α-oxyacylation of carbonyl compounds from readily available toluene derivatives has been developed. The distinguished features of this metal-free protocol include the employment of simple starting material, a wide carbonyl compound scope, and mild reaction conditions.

  已经开发了TBAI（碘化四丁基铵）从容易获得的甲苯衍生物中催化羰基化合物的直接α-氧酰化。该无金属方案的显着特征包括采用简单的起始原料，广泛的羰基化合物范围和温和的反应条件。
• Phosphonium Salt Catalyzed Addition of Diethylzinc to Aldehydes
  作者：Thomas Werner、Abdol Riahi、Heiko Schramm

  DOI：10.1055/s-0030-1260230

  日期：2011.11

  The addition of diethylzinc to aromatic, heteroaromatic, and aliphatic aldehydes at room temperature is efficiently catalyzed by 1-7 mol% tetrabutylphosphonium chloride. The corresponding addition products are obtained in good to excellent yields of up to 99%. Moreover, polymer bond phosphonium salts can be used to catalyze this reaction with excellent recovery of the polymer bond catalyst up to three

  在室温下，将二乙基锌加到芳族，杂芳族和脂族醛中可有效地由1-7 mol％的氯化四丁基phosph催化。可以以高达99％的优良率获得相应的加成产物。而且，聚合物键合salts盐可用于催化该反应，并且聚合物键合催化剂的优良回收率高达三个循环。手性双官能phospho盐的应用显示出显着的抗阴离子作用。改变阴离子，四丁基鏻的盐的活性的顺序降低氯- >溴- >我- ≈TSO - > BF 4 - ≈PF 6 -。但是，阳离子的性质也有重大影响。与氯化phospho相比，氯化四烷基铵的活性相似，而碱金属氯化物的活性却大大降低。 催化-phospho盐-加成-二乙基锌-醛
• Chiral zinc amidate catalyzed additions of diethylzinc to aldehydes
  作者：Jinxia Zhang、Shasha Li、Xinxin Zheng、Hongjie Li、Peng Jiao

  DOI：10.1016/j.tetlet.2019.06.031

  日期：2019.7

  groups and ethylzinc carboxamidates from these ligands as catalysts for Et2Zn additions to aldehydes were reported. Excellent yields were obtained with moderate ee′s in Et2Zn additions to benzaldehyde derivatives, implying effectiveness of our newly designed catalytic structures as well as mediocre stereocontrol by these chiral ligands. Possible transition states were suggested based on the crystal structures

  据报道，一系列带有“羧酰胺-氧化膦”基团的双功能螺环配体和这些配体的乙基氨基甲酸锌锌作为Et 2 Zn加成醛的催化剂。在苯甲醛衍生物的Et 2 Zn中添加适量ee可获得优异的收率，这表明我们新设计的催化结构的有效性以及这些手性配体的中等立体控制。根据两个配体的晶体结构，提出了可能的过渡态。
• 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl\x9bb!pyran-2-ones
  申请人：Pharmacia & Upjohn Company

  公开号：US05686486A1

  公开（公告）日：1997-11-11

  The present invention relates to compounds of formula I which are 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl\x9bb!pyran-2-ones useful for inhibiting a retrovirus in a mammalian cell infected with said retrovirus. ##STR1## Wherein R.sub.10 and R.sub.20 taken together are: ##STR2##

  本发明涉及式I化合物，它们是4-羟基苯并吡喃-2-酮和4-羟基环烷基并吡喃-2-酮，用于抑制哺乳动物细胞中感染的逆转录病毒。其中，R10和R20共同为：##STR2##。