2-(Deuteromethyl)-naphthalin | 82101-70-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(Deuteromethyl)-naphthalin
• 英文别名: 2-(Deuteriomethyl)naphthalene
• CAS: 82101-70-0
• 化学式: C₁₁H₁₀
• 分子量: 143.192
• InChiKey: QIMMUPPBPVKWKM-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 、 重水 作用下， 生成 2-(Deuteromethyl)-naphthalin
  参考文献：
  名称：

  T-Helper Cell-Response to MHC Class II-Binding Peptides of the Renal Cell Carcinoma-Associated Antigen RAGE-1

  摘要：

  Recently, epitope prediction software for HLA-DR binding sequences has become available. In view of the importance of T helper (Th) cell activation in immunotherapy of cancer and evidences supporting immunogenicity of renal cell carcinoma (RCC), we have tested 4 peptides of RAGE-1 binding promiscuously to HLA-DR molecules for induction of an immune response.The peptides predicted by the TEPITOPE program using a stringent threshold were derived from the open reading frame 2 and 5 of RAGE-1. Induction of response was evaluated by culturing peripheral blood mononuclear cells (PBMC) in the presence of peptide-loaded dendritic cells (DC) to determine proliferative activity and cytokine expression. Two out of 5 donors did not respond to any of the 4 peptides, 2 donors responded to one peptide and one donor responded to two other peptides. Notably, as revealed by blocking studies and T cell subtype definition, peptides bound to MHC class II molecules and peptide Pulsed DC exclusively activated CD4(+) T cells, which were of the Th1 subtype. With respect to clinical application it is important that (un) responsiveness of individual donors' PBMC was a very consistent feature.Though we have not tested explicitly whether these peptides correspond to naturally processed peptides, the possibility to define those patients whose Th might respond to in silico predicted peptides of RAGE-1, by an in vitro assay, could well be a helpful step towards setting up a RAGE-1 based immunotherapeutic protocol.

  DOI：

  10.1016/s0171-2985(01)80003-6

文献信息

• Room‐Temperature Palladium‐Catalyzed Deuterogenolysis of Carbon Oxygen Bonds towards Deuterated Pharmaceuticals
  作者：Wei Ou、Xudong Xiang、Ru Zou、Qing Xu、Kian Ping Loh、Chenliang Su

  DOI：10.1002/anie.202014196

  日期：2021.3.15

  Site‐specific incorporation of deuterium into drug molecules to study and improve their biological properties is crucial for drug discovery and development. Herein, we describe a palladium‐catalyzed room‐temperature deuterogenolysis of carbon–oxygen bonds in alcohols and ketones with D2 balloon for practical synthesis of deuterated pharmaceuticals and chemicals with benzyl‐site (sp3 C−H) D‐incorporation. The

  氘在药物分子中的位点特异性掺入以研究和改善其生物学特性对于药物发现和开发至关重要。本文中，我们描述了使用D 2球囊进行钯催化的室温醇和酮中碳-氧键的氘氘脱氢反应，用于实际合成氘化药物和带有苄基位点（sp 3 CH）D掺入的化学物质。这种脱氧氘化策略的亮点是温和的条件，宽广的范围，实用性和高化学选择性。为了能够直接使用D 2 O，电催化D 2 O分流适用于原位供应D 2一经请求。通过该系统，使用D 2 O以可持续和实用的方式证明了氘在布洛芬的代谢位置（苄基位）中的精确掺入。
• Exhaustive Reduction of Esters Enabled by Nickel Catalysis
  作者：Adam Cook、Sekar Prakash、Yan-Long Zheng、Stephen G. Newman

  DOI：10.1021/jacs.0c02405

  日期：2020.5.6

  tolyl-derivatives. This is achieved by an organosilane-mediated ester hydrosilylation reaction and subsequent Ni/NHC catalyzed hydrogenolysis. The resulting conditions provide a direct and efficient alternative to multi-step procedures for this transformation that often require use of hazardous metal hydrides. Applications in the synthesis of -CD3 containing products, derivatization of bioactive molecules, and chemoselective

  我们报告了将未活化的芳基酯直接还原为其相应的甲苯基衍生物的一步程序。这是通过有机硅烷介导的酯氢化硅烷化反应和随后的 Ni/NHC 催化氢解来实现的。由此产生的条件为通常需要使用危险金属氢化物的这种转化的多步骤程序提供了一种直接有效的替代方法。展示了在合成含 -CD3 的产品、生物活性分子的衍生化以及在其他 CO 键存在下进行化学选择性还原中的应用。
• Hydrodebromination of allylic and benzylic bromides with water catalyzed by a rhodium porphyrin complex
  作者：Wu Yang、Chen Chen、Kin Shing Chan

  DOI：10.1039/c8dt02168f

  日期：——

  complex catalyst using water as the hydrogen source without a sacrificial reductant. Mechanistic investigations suggest that bromine atom abstraction via a rhodium porphyrin metalloradical operates to give the rhodium porphyrin alkyl species and the subsequent hydrolysis of the rhodium porphyrin alkyl species to a hydrocarbon product is a key step to harness the hydrogen from water.

  通过使用水作为氢源而没有牺牲还原剂的铑卟啉配合物催化剂成功地实现了烯丙基和苄基溴的加氢脱溴。机理研究表明，通过铑卟啉金属骨架提取溴原子可得到铑卟啉烷基物质，随后铑卟啉烷基物质水解为烃产物是从水中利用氢的关键步骤。
• A highly selective decarboxylative deuteration of carboxylic acids
  作者：Nian Li、Yunyun Ning、Xiaopeng Wu、Jin Xie、Weipeng Li、Chengjian Zhu

  DOI：10.1039/d1sc00528f

  日期：——

  A scalable, practical and general method for precise deuteration of aliphatic carboxylic acids via synergistic photoredox and HAT catalysis has been developed. The use of recirculation reactor achieved the preparative scale deuteration.

  一种可扩展、实用且通用的精确脂肪族羧酸氘代反应方法已经开发出来，通过光氧化还原和氢原子转移催化的协同作用。利用循环反应器实现了制备规模的氘代反应。
• Direct Arylation/Alkylation/Magnesiation of Benzyl Alcohols in the Presence of Grignard Reagents via Ni-, Fe-, or Co-Catalyzed sp³ C–O Bond Activation
  作者：Da-Gang Yu、Xin Wang、Ru-Yi Zhu、Shuang Luo、Xiao-Bo Zhang、Bi-Qin Wang、Lei Wang、Zhang-Jie Shi

  DOI：10.1021/ja307045r

  日期：2012.9.12

  Direct application of benzyl alcohols (or their magnesium salts) as electrophiles in various reactions with Grignard reagents has been developed via transition metal-catalyzed sp(3) C-O bond activation. Ni complex was found to be an efficient catalyst for the first direct cross coupling of benzyl alcohols with aryl/alkyl Grignard reagents, while Fe, Co, or Ni catalysts could promote the unprecedented

  已经通过过渡金属催化的 sp(3) CO 键活化开发了苯甲醇（或其镁盐）在与格氏试剂的各种反应中作为亲电试剂的直接应用。发现 Ni 配合物是苯甲醇与芳基/烷基格氏试剂首次直接交叉偶联的有效催化剂，而 Fe、Co 或 Ni 催化剂可以促进苯甲醇在（ n) 己基MgCl。这些方法提供了将苯甲醇转化为各种功能的直接途径。