p-vinyl-N-t-butoxycarbonylbenzylamine | 150814-00-9

• 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: p-vinyl-N-t-butoxycarbonylbenzylamine
• 英文别名: 4-Vinylbenzyl t-butyl carbamate；tert-butyl N-[(4-ethenylphenyl)methyl]carbamate
• CAS: 150814-00-9
• 化学式: C₁₄H₁₉NO₂
• 分子量: 233.31
• InChiKey: BLZYHGGIQIGULI-UHFFFAOYSA-N

物化性质

• 沸点：
  361.8±21.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-vinyl-N-t-butoxycarbonylbenzylamine 、 cyclosporin A 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Facile Synthesis of a Fluorescent Cyclosporin A Analogue To Study Cyclophilin 40 and Cyclophilin 18 Ligands

  摘要：

  There are strong indications for the involvement of cyclophilin 40 in diseases caused by misregulation of steroid hormone receptors, like prostate or breast cancer To identify novel inhibitors for this immunophilin, we developed a simplified fluorescence polarization assay based on the synthesis Of a fluorescein labeled tracer. This tracer was produced by a facile four-step synthesis involving Grubbs metathesis and standard amide bond coupling, to label cyclosporin A with fluorescein. We show the binding of this tracer to Cyp40 and Cyp18 with K-D values of 106 +/- 13 or 12 +/- 1 nM, respectively, by analyzing the anisotropy change and demonstrate its competition with cyclosporin A. Binding data obtained by fluorescence polarization were corroborated by an enzymatic activity assay. The described tracer allows for a robust assay in a high-throughput format to support the development of novel Cyp40 ligands.

  DOI：

  10.1021/ml1001272
• 作为产物：
  描述：

  tert-butyl ((4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)oxy)(4-vinylbenzyl)carbamate 在 tris(acetonitrile)tricarbonylmolybdenum(0) 作用下， 以 甲醇 为溶剂， 以64%的产率得到p-vinyl-N-t-butoxycarbonylbenzylamine
  参考文献：
  名称：

  新型氟标记氨当量的合成与应用

  摘要：

  已经开发出一种新型的含氟标签的氨当量。它基于氮-氧键，可以通过钼络合物或二碘化sa无痕地裂解。描述了在合成脲，酰胺，磺酰胺和氨基甲酸酯中的应用。氟氮原子连接基团的范围以伊托必利的合成为例，伊托必利是一种用于治疗功能性消化不良的药物。借助于氟纯化方法合成了伊托必利，并以良好的总收率和高纯度分离了产物。

  DOI：

  10.1002/chem.200903178

文献信息

• Chiral Mercaptoacetamides Display Enantioselective Inhibition of Histone Deacetylase 6 and Exhibit Neuroprotection in Cortical Neuron Models of Oxidative Stress
  作者：Jay H. Kalin、Hankun Zhang、Sophie Gaudrel-Grosay、Giulio Vistoli、Alan P. Kozikowski

  DOI：10.1002/cmdc.201100522

  日期：2012.3.5

  Mercaptoacetamide‐based ligands have been designed as a new class of histone deacetylase (HDAC) inhibitors for possible use in the treatment of neurodegenerative diseases. The thiol group of these compounds provides a key binding element for interaction with the catalytic zinc ion, and thus differs from the more typically employed hydroxamic acid based zinc binding groups. Herein we disclose the chemistry

  基于巯基乙酰胺的配体已被设计为新型的组蛋白脱乙酰基酶（HDAC）抑制剂，可用于治疗神经退行性疾病。这些化合物的硫醇基团提供了与催化锌离子相互作用的关键结合元素，因此不同于更常用的基于异羟肟酸的锌结合基团。本文中，我们公开了一些取代的巯基乙酰胺的化学和生物学性质，目的是提高HDAC6同工型的选择性，同时保持类似于其异羟肟酸类似物的效价。发现向硫醇基团引入立体中心α对HDAC抑制剂效能具有相当大的影响。
• Overcoming Selectivity Issues in Reversible Catalysis: A Transfer Hydrocyanation Exhibiting High Kinetic Control
  作者：Benjamin N. Bhawal、Julia C. Reisenbauer、Christian Ehinger、Bill Morandi

  DOI：10.1021/jacs.0c03184

  日期：2020.6.24

  Reversible catalytic reactions operate under thermodynamic control and thus establishing a selective catalytic system poses a considerable challenge. Herein, we report a reversible transfer hydrocyanation protocol that exhibits high selectivity for the thermodynamically less favorable branched isomer. Selectivity is achieved by exploiting the lower barrier for C-CN oxidative addition and reductive elimination

  可逆催化反应在热力学控制下运行，因此建立选择性催化体系提出了相当大的挑战。在此，我们报告了一种可逆转移氢氰化方案，该方案对热力学不太有利的支化异构体表现出高选择性。在不存在共催化路易斯酸的情况下，通过在苄基位置利用 C-CN 氧化加成和还原消除的较低势垒来实现选择性。通过设计一种新型的 HCN 供体，实现了一种实用的、支链选择性的、无 HCN 的转移氢氰化反应。支链和线性腈异构体混合物的合成有用拆分也被证明强调了可逆和选择性转移反应的价值。在更广泛的背景下，
• Amidate compound, catalyst for polyurethane production, and method for producing polyurethane resin
  申请人：KOEI CHEMICAL COMPANY, LIMITED

  公开号：US10689478B2

  公开（公告）日：2020-06-23

  Provided is an amidate compound represented by the formula (1): wherein A is a substituted or unsubstituted hydrocarbon group, n is an integer of 1 or more, and D is a nitrogen-containing organic group represented by the formula (2): wherein R1, R2, and R3 are the same or different, and are each a hydrocarbon group that may contain a heteroatom; some or all of R1, R2, and R3 may be bonded together to form a ring structure; X is a nitrogen atom, an oxygen atom, or a sulfur atom; and a is 0 or 1, wherein a is 1 when X is a nitrogen atom, and a is 0 when X is an oxygen atom or a sulfur atom.

  提供的是由式（1）表示的酰胺化合物：其中A是取代或未取代的碳氢基团，n是大于或等于1的整数，D是由式（2）表示的含氮有机基团：其中R1、R2和R3相同或不同，均为可能含有杂原子的碳氢基团；R1、R2和R3中的一些或全部可能结合在一起形成环结构；X是氮原子、氧原子或硫原子；a为0或1，当X为氮原子时，a为1，当X为氧原子或硫原子时，a为0。
• PRODUCTION METHOD FOR AMIDATE COMPOUND
  申请人：KOEI CHEMICAL COMPANY, LIMITED

  公开号：US20200024237A1

  公开（公告）日：2020-01-23

  A method for producing an amidate compound represented by Formula (3), comprising reacting a urethane compound represented by Formula (1) with a carboxylate compound represented by Formula (2): (in the formulas, A, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X, and a are as described in the Description).

  一种生产由化学式（3）表示的酰胺化合物的方法，包括将由化学式（1）表示的脲酯化合物与由化学式（2）表示的羧酸酯化合物反应：（在化学式中，A、n、R1、R2、R3、R4、R5、R6、X 和 a 的含义如描述中所述）。
• Photoredox generation of the trifluoromethyl radical from borate complexes <i>via</i> single electron reduction
  作者：Vladimir O. Smirnov、Anton S. Maslov、Vladimir A. Kokorekin、Alexander A. Korlyukov、Alexander D. Dilman

  DOI：10.1039/c8cc00245b

  日期：——

  A method for the generation of the CF3 radical from CF3-substituted borate complexes bearing a pyridine-N-oxide ligand is described. Cleavage of the C–B bond occurs via single electron reduction by a Cu(I) photocatalyst activated by visible light.

  描述了一种由带有吡啶-N-氧化物配体的CF 3取代的硼酸盐络合物产生CF 3自由基的方法。在C-B键的裂解发生经由由铜（单电子还原我由可见光活化的）光催化剂。