1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone | 176640-03-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone
• 英文别名: 1-[(tert-butyldimethylsilyl)oxymethyl]-3-trifluoroacetylbenzene；1-trifluoroacetyl-3-(tert-butyldimethylsilyloxymethyl)benzene；1-[3-[[Tert-butyl(dimethyl)silyl]oxymethyl]phenyl]-2,2,2-trifluoroethanone
• CAS: 176640-03-2
• 化学式: C₁₅H₂₁F₃O₂Si
• 分子量: 318.411
• InChiKey: WFEJJYPZSVHOGY-UHFFFAOYSA-N

物化性质

• 沸点：
  318.8±42.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 4.5h， 生成 4-Amino-5-fluoro-2-methyl-3-(3-trifluoroacetylbenzyloxymethyl)quinoline
  参考文献：
  名称：

  A Structure-Based Design Approach to the Development of Novel, Reversible AChE Inhibitors

  摘要：

  Chimeras of tacrine and m-(N,N,N-Trimethylammonio)trifluoroacetophenone (1) were designed as novel, reversible inhibitors of acetylcholinesterase. On the basis of the X-ray structure of the apoenzyme, a molecular modeling study determined the favored attachment positions on the 4-aminoquinoline ring (position 3 and the 4-amino nitrogen) and the favored lengths of a polymethylene link between the two moieties (respectively 5-6 and 4-5 sp(3) atoms). Seven compounds matching these criteria were synthesized, and their inhibitory potencies were determined to be in the low nanomolar range. Activity data for close analogues lacking some of the postulated key features showed that our predictions were correct. In addition, a subsequent crystal structure of acetylcholinesterase complexed with the most active compound 27 was in good agreement with our model. The design strategy is therefore validated and can now be developed further.

  DOI：

  10.1021/jm010826r
• 作为产物：
  描述：

  3-溴苯甲醇 在 咪唑 、 正丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone
  参考文献：
  名称：

  工程化的Pyrrolysyl-tRNA合成酶用大体积的赖氨酸衍生物进行遗传密码扩展的结构基础。

  摘要：

  Pyrrolysyl-tRNA合成酶（PylRS）和tRNAPyl已被广泛用于遗传密码扩展。带有Y306A和Y384F突变的马氏甲烷八叠球菌PylRS突变体（PylRS（Y306A / Y384F））通过UAG编码各种庞大的非天然赖氨酸衍生物。在这项研究中，我们检查了PylRS（Y306A / Y384F）如何识别许多氨基酸。在17种非天然赖氨酸衍生物中，N +-（苄氧羰基）赖氨酸（ZLys）和10种邻/间/对位/对位取代的ZLys衍生物被有效地连接到tRNAPyl上，并通过PylRS（Y306A / Y384F）掺入蛋白质中。我们确定了绑定到PylRS（Y306A / Y384F）催化片段的14种非天然赖氨酸衍生物的晶体结构。将间位和对位取代的ZLys衍生物紧密地容纳在生产模式中。相比之下，ZLys和未取代或邻位取代的ZLys衍生物除生产模式外还表现出其他结合模式。PylRS（Y306A

  DOI：

  10.1016/j.chembiol.2019.03.008

文献信息

• SMALL MOLECULE MODULATORS OF PCSK9 AND METHODS OF USE THEREOF
  申请人：ADAERATA, LIMITED PARTNERSHIP

  公开号：US20160031935A1

  公开（公告）日：2016-02-04

  A compound of Formula (I): or a pharmaceutically acceptable salt, hydrate, solvate, or racemic mixture or stereoisomer thereof, and methods for preventing or treating an LDL-cholesterol-related disease or disorder using such compound(s), and kits and compositions comprising such compound(s).

  公式（I）的化合物：或其药用可接受的盐、水合物、溶剂合物、或其拉克米混合物或立体异构体，以及使用这种化合物预防或治疗LDL胆固醇相关疾病或紊乱的方法，以及包含这种化合物的试剂盒和组合物。
• Diazirine-Containing RNA Photo-Cross-Linking Probes for Capturing microRNA Targets
  作者：Kosuke Nakamoto、Yoshihito Ueno

  DOI：10.1021/jo402738t

  日期：2014.3.21

  Here, we report the applicability of diazirine-containing RNA photo-cross-linking probes for the identification of microRNA (miRNA) targets. The RNA cross-linking probes were synthesized by substituting the RNA nucleobases with nucleoside analogues such as 1-O-[3-(3-trifluoromethyl-3H-diazirin-3-yl)]benzyl-β-d-ribofuranose or 1-O-[4-(3-trifluoromethyl-3H-diazirin-3-yl)]benzyl-β-D-ribofuranose that carry aryl trifluoromethyl diazirine moieties. The probes were successfully cross-linked with synthetic RNAs containing the four natural nucleosides on the opposite site of the nucleoside analogues. Furthermore, it was found that miRNAs containing these analogues were effective in regulating the expression of their target genes. Thus, RNAs containing the nucleoside analogues are promising candidates as photo-cross-linking probes to identify the target mRNAs of miRNAs.
• A Non-peptidic photoactivatable antagonist for mapping the antagonist binding site of the tachykinin NK2 receptor
  作者：Ian D. Kersey、Nirmala Bhogal、Dan Donnelly、Colin W.G. Fishwick、John B.C. Findlay、Peter Ward

  DOI：10.1016/0960-894x(96)00075-3

  日期：1996.3

  SR 48968, N-Methyl-N-[4-(4-acetamido-4-phenylpiperidinyl)-2S-(3,4-dichlorophenyl) butyl]benzamide is a potent and selective non-peptidic antagonist of the NK2 receptor. A photoactivatable analogue containing a diazirine moiety also binds with high affinity, This compound is potentially useful for identifying residues at the antagonist binding site of the NK2 receptor.