tert-butyl (3-([1,1'-biphenyl]-4-yl)propyl)carbamate | 872215-01-5

• 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: tert-butyl (3-([1,1'-biphenyl]-4-yl)propyl)carbamate
• 英文别名: tert-butyl N-[3-(4-phenylphenyl)propyl]carbamate
• CAS: 872215-01-5
• 化学式: C₂₀H₂₅NO₂
• 分子量: 311.424
• InChiKey: GROYJUVUUXNNIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (3-([1,1'-biphenyl]-4-yl)propyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3-biphenyl-4-ylpropylamine
  参考文献：
  名称：

  A new type of ketolides bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether synthesis and structure–activity relationships

  摘要：

  A new type of ketolides, bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether and a cyclic carbonate at the G 11, 12 position was prepared and the antibacterial activities of the compounds were evaluated. Some of the derivatives showed potent antibacterial activity against both Haemophilus influenzae and Streptococcus pneumoniae, which are clinically important respiratory tract pathogens. Among the derivatives prepared, compound 5s with a quinolin-4-yl moiety was found to have potent and well-balanced activity against S. pneumoniae and H. influenzae including erythromycin-resistant strains. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.041
• 作为产物：
  描述：

  (3-Biphenyl-4-yl-prop-2-ynyl)-carbamic acid tert-butyl ester 在 palladium dihydroxide 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 tert-butyl (3-([1,1'-biphenyl]-4-yl)propyl)carbamate
  参考文献：
  名称：

  A new type of ketolides bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether synthesis and structure–activity relationships

  摘要：

  A new type of ketolides, bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether and a cyclic carbonate at the G 11, 12 position was prepared and the antibacterial activities of the compounds were evaluated. Some of the derivatives showed potent antibacterial activity against both Haemophilus influenzae and Streptococcus pneumoniae, which are clinically important respiratory tract pathogens. Among the derivatives prepared, compound 5s with a quinolin-4-yl moiety was found to have potent and well-balanced activity against S. pneumoniae and H. influenzae including erythromycin-resistant strains. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.041

文献信息

• Photocatalytic Carboxylation of C−N Bonds in Cyclic Amines with CO ₂ by Consecutive Visible‐Light‐Induced Electron Transfer
  作者：Lin Chen、Quan Qu、Chuan‐Kun Ran、Wei Wang、Wei Zhang、Yi He、Li‐Li Liao、Jian‐Heng Ye、Da‐Gang Yu

  DOI：10.1002/anie.202217918

  日期：2023.3.6

  A photocatalytic carboxylation of C−N bonds in cyclic amines with CO2 is realized by consecutive photo-induced electron transfer (ConPET). This mild and transition-metal-free protocol provides a general and practical route to valuable β-, γ-, δ- and ϵ-amino acids.

  通过连续光诱导电子转移 (ConPET) 实现环胺中 C-N 键与 CO 2的光催化羧化。这种温和且不含过渡金属的方案为有价值的 β-、γ-、δ- 和 ε- 氨基酸提供了一条通用且实用的途径。
• Selective synthesis of functionalized linear aliphatic primary amines <i>via</i> decarboxylative radical-polar crossover
  作者：Robin Cauwenbergh、Prakash Kumar Sahoo、Rakesh Maiti、Abra Mathew、Rositha Kuniyil、Shoubhik Das

  DOI：10.1039/d3gc03187j

  日期：——

  Although photoredox catalysis is already known for synthesizing amines, the synthesis of linear aliphatic amines is mostly limited to hydroaminomethylation (HAM) reactions and has never been applied to the synthesis of longer-chain linear aliphatic primary amines. Considering this, the synthesis of functionalized linear aliphatic primary amines is demonstrated by using the decarboxylative radical-polar

  脂肪族伯胺至关重要，每年至少需要数百万吨。因此，人们对寻找新的合成化学路线产生了浓厚的兴趣。此外，为了符合可持续性要求，高度优先考虑使用廉价原料的合成路线。在这方面，由于烯烃的广泛可用性和较低的价格，加氢氨基烷基化（HAA）反应是非常理想的。尽管光氧化还原催化已知用于合成胺，但直链脂肪胺的合成主要限于加氢氨甲基化（HAM）反应，并且从未应用于长链直链脂肪伯胺的合成。考虑到这一点，通过使用脱羧自由基-极性交叉工艺证明了官能化直链脂肪伯胺的合成，该方法以优异的收率产生了多种官能化直链脂肪胺。该方法的优势通过现有药物的合成和复杂药物的后期转化得到证明，并通过详细的机理研究进行了阐述。
• (Phenoxyimine)nickel-Catalyzed C(sp2)–C(sp3) Suzuki–Miyaura Cross-Coupling: Evidence for a Recovering Radical Chain Mechanism
  作者：L. Reginald Mills、Eric M. Simmons、Heejun Lee、Eva Nester、Junho Kim、Steven R. Wisniewski、Matthew V. Pecoraro、Paul J. Chirik

  DOI：10.1021/jacs.4c01474

  日期：2024.4.10

  the C(sp2)–C(sp3) Suzuki–Miyaura cross coupling of (hetero)arylboronic acids with alkyl bromides. With 5 mol % of the optimal (MeOMeFI)Ni(Aryl)(DMAP) precatalyst, the scope of the cross-coupling reaction was established and included a variety of (hetero)arylboronic acids and alkyl bromides (>50 examples, 33–97% yield). A β-hydride elimination–reductive elimination sequence from reaction with potassium

  合成了苯氧亚胺 (FI)–镍(II)(2-甲苯基)(DMAP) 化合物，并作为（杂）芳基硼酸与烷基的 C(sp 2 )–C(sp 3 ) Suzuki-Miyaura 交叉偶联的预催化剂进行了评估溴化物。使用 5 mol% 的最佳 (Me OMe FI)Ni(芳基)(DMAP) 预催化剂，建立了交叉偶联反应的范围，包括各种（杂）芳基硼酸和烷基溴（> 50 个示例，33 –97% 的产率）。与异丙醇钾碱反应产生 (FI) 镍 (0) 酸钾的 β-氢化物消除-还原消除序列被确定为负责从烷基溴中提取卤素原子的催化剂活化途径。 NMR 和 EPR 光谱相结合，确定 (FI) 镍 (II)-芳基配合物在催化过程中处于静止状态，没有证据表明存在长寿命有机自由基或奇电子镍中间体。这些数据表明，自由基链是短暂的，很容易终止，并且还支持“恢复自由基链”过程，通过该过程，(FI)镍(II)-芳基化合物不断地（