4-(1-羟基乙基)苯硼酸频哪醇酯 | 1173922-30-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(1-羟基乙基)苯硼酸频哪醇酯
• 英文名称: 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol
• 英文别名: 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-ol；1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol；1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanol
• CAS: 1173922-30-9
• 化学式: C₁₄H₂₁BO₃
• 分子量: 248.13
• InChiKey: XYJVUQXMTOMREX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-羟基乙基)苯硼酸频哪醇酯 在 四(三苯基膦)钯 、 potassium carbonate 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  可选择性检测神经性毒剂的有机荧光传感材 料及其制备方法和应用

  摘要：

  本发明属于有机半导体纳米材料领域，具体涉及可选择性检测神经性毒剂的有机荧光传感材料及其制备方法和应用。本发明制备出一种可选择性检测神经性毒剂的有机荧光传感材料。基于咔唑分子的一系列的P型有机荧光传感材料，通过改变咔唑分子侧链及其聚合度，合成出具有不同侧链的咔唑衍生物的结构，通过自组装的方法获得一种一维有机半导体纳米线，即本发明的可选择性检测神经性毒剂的有机荧光传感材料。本发明的纳米线具有比表面积大，表面孔隙多等特征，有利于被检测神经性毒剂蒸汽在纳米线表面的吸附扩散，大大地降低了检出限。因此，本发明的有机荧光传感材料可以作为性能优异的识别神经性毒剂的荧光传感器。

  公开号：

  CN107445885B
• 作为产物：
  描述：

  频哪醇 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 生成 4-(1-羟基乙基)苯硼酸频哪醇酯
  参考文献：
  名称：

  Application of a promiscuous Arthrobacter sp. from Antarctic in aerobic (R)-selective deracemization and anaerobic (S)-selective reduction

  摘要：

  Inspired by enzyme-catalyzed reactions with microorganisms found in harsh marine environments, in which the amount of oxygen is restrict, we have shown that Arthrobacter sp. can perform different chemical transformations by switching from anaerobic to aerobic reaction conditions. Depending on the presence or absence of oxygen, either alcohol deracemization or ketone reduction with enantiocomplementary selectivities can be performed by the same microorganism. For example, reactions performed in the presence of oxygen favored the deracemization process, in which a racemic mixture of 1-(4-methylphenyl) ethanol was enriched to the (R)-alcohol in high conversion (94%) and high enantiomeric excess (94%). On the other hand, reaction in the absence of oxygen favored the reduction process, in which 4-methyl-acetophenone was converted to the (S)-alcohol in good conversion (58%) and excellent enantiomeric excess (> 99%). These concepts were applied for both deracemization and enantio selective reduction of heteroatom-containing (silicon, phosphorus, tin and boron) molecules. Moreover, preparative scale reactions were also performed for both chemical processes. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2014.09.016

文献信息

• Versatile approach to α-alkoxy carbamate synthesis and stimulus-responsive alcohol release
  作者：R. Adam Mosey、Paul E. Floreancig

  DOI：10.1039/c2ob26571k

  日期：——

  A series of α-alkoxy carbamates that cleave under mild conditions to release alcohols has been synthesized through a multicomponent process. The relationship between structural features in these compounds and the rate of alcohol release in the presence of basic hydrogen peroxide has been studied. The preparation of carbamates that cleave under other conditions has been demonstrated.

  一系列 α-烷氧基氨基甲酸酯在温和条件下裂解以释放醇，已通过多组分工艺合成。这些化合物的结构特征与碱性物质存在下醇释放速率之间的关系过氧化氢已被研究。在其他条件下裂解的氨基甲酸酯的制备已得到证实。
• IMIDAZOPYRIDINES AND IMIDAZOPYRAZINES AS LSD1 INHIBITORS
  申请人：Incyte Corporation

  公开号：US20160009712A1

  公开（公告）日：2016-01-14

  The present invention is directed to imidazo[1,5-a]pyridine and imidazo[1,5-a]pyrazine derivatives which are LSD1 inhibitors useful in the treatment of diseases such as cancer.

  本发明涉及咪唑并[1,5-a]吡啶和咪唑并[1,5-a]吡嗪衍生物，这些衍生物是LSD1抑制剂，在治疗癌症等疾病中有用。
• Lipase-Catalyzed Highly Enantioselective Kinetic Resolution of Boron-Containing Chiral Alcohols
  作者：Leandro H. Andrade、Thiago Barcellos

  DOI：10.1021/ol901091f

  日期：2009.7.16

  to obtain optically pure boron compounds is described. The kinetic resolution of boron-containing chiral alcohols via enantioselective transesterification catalyzed by lipases was studied. Aromatic, allylic, and aliphatic secondary alcohols containing a boronate ester or boronic acid group were resolved by lipase from Candida antartica (CALB), and excellent E values (E > 200) and high enantiomeric excesses

  描述了酶作为催化剂首次获得光学纯硼化合物的应用。研究了含硼手性醇通过脂肪酶催化的对映选择性酯交换反应的动力学拆分。含有硼酸酯或硼酸基团的芳族，烯丙基和脂族仲醇可通过南极假丝酵母（CALB）的脂肪酶分解，并具有出色的E值（E > 200）和高对映体过量（最高> 99％）获得底物和乙酰化产物。
• Kinetic and Dynamic Kinetic Resolution of Secondary Alcohols with Ionic-Surfactant-Coated <i>Burkholderia cepacia</i> Lipase: Substrate Scope and Enantioselectivity
  作者：Cheolwoo Kim、Jusuk Lee、Jeonghun Cho、Yeonock Oh、Yoon Kyung Choi、Eunjeong Choi、Jaiwook Park、Mahn-Joo Kim

  DOI：10.1021/jo3027627

  日期：2013.3.15

  Forty-four different secondary alcohols, which can be classified into several types (II-IX), were tested as the substrates of ionic surfactant-coated Burkholderia cepacia lipase (ISCBCL) to see its substrate scope and enantioselectivity in kinetic and dynamic kinetic resolution (KR and DKR). They include 6 boron-containing alcohols, 24 chiral propargyl alcohols, and 14 diarylmethanols. The results

  测试了可以分为几种类型（II-IX）的44种不同的仲醇作为离子表面活性剂涂层洋葱伯克霍尔德菌的底物脂肪酶（ISCBCL），以了解其底物范围和动力学和动态动力学分辨率（KR和DKR）中的对映选择性。它们包括6种含硼醇，24种手性炔丙基醇和14种二芳基甲醇。有关KR的研究结果表明，ISCBCL在环境温度下对映体选择性高，并且对升高温度下对映体选择性高有用。尤其是，ISCBCL对对空间要求高的仲醇（VIII和IX型）显示出高对映选择性，所述仲醇在羟基次甲基中心有两个庞大的取代基。DKR反应是通过在25–60°C下将ISCBCL与钌基外消旋催化剂结合使用来进行的。测试了41种仲醇的DKR。其中约有一半被转化为高对映体纯度的乙酸盐（> 90％ee），且收率良好（> 80％）。结论是，ISCBCL对于仲醇的KR和DKR似乎是一种极好的酶。
• Asymmetric Synthesis of Biaryl Diols via Dynamic Kinetic Resolution
  作者：Jeonghun Cho、Kyungwoo Kim、Jaiwook Park、Mahn‐Joo Kim

  DOI：10.1002/bkcs.12337

  日期：2021.7

  We have developed a protocol incuding dynamic kinetic resolution as the key step for the asymmetric synthesis of biaryl diol stereoisomers. The two aryl alkanols as the starting materials were cross-coupled by palladium catalysis to give dl- and meso-diol, which were then subject to chemoenzymatic dynamic kinetic resolution (DKR) for the transformation into single stereoisomeric diol diester. Diol

  我们开发了一个协议，包括动态动力学分辨率作为联芳二醇立体异构体不对称合成的关键步骤。两个芳基链烷醇作为起始材料是交叉耦合的由钯催化，得到DL -和内消旋-二醇，然后将其经受化学酶促动态动力学拆分（ DKR）用于转化成单立体异构体的二醇二酯。二醇二酯最终脱酰化得到相应的联芳二醇立体异构体。化学酶促 DKR 使用基于钌的外消旋化催化剂和 ( R ) 选择性脂蛋白脂肪酶进行。总共 17 ( R , R )-二醇，包括 7 C 2合成了具有优异对映纯度 (>99% ee ) 的 -对称二醇。