tert-butyl (1-(benzylamino)-3-methyl-1-oxobutan-2-yl)carbamate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (1-(benzylamino)-3-methyl-1-oxobutan-2-yl)carbamate
• 英文别名: tert-butyl (1S)-1-[(benzylamino)carbonyl]-2-methylpropylcarbamate；tert-butyl N-[1-(benzylamino)-3-methyl-1-oxobutan-2-yl]carbamate
• 化学式: C₁₇H₂₆N₂O₃
• 分子量: 306.405
• InChiKey: LVVZIICHFJJLNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (1-(benzylamino)-3-methyl-1-oxobutan-2-yl)carbamate 在 三乙基硅烷 、 碘 、 三乙酰氧基硼氢化钠 、 碳酸氢钠 、 溶剂黄146 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 48.67h， 生成 (4-benzyl-2-(2-(benzyloxy)ethyl)-6-isopropylpiperazin-2-yl)methyl benzoate
  参考文献：
  名称：

  Design and Synthesis of Mimics of the T7-loop of FtsZ

  摘要：

  Mimics of the 17-loop of the bacterial cell division protein FtsZ have been designed and synthesized. The design is based on the X-ray cocrystal structure of P. aeruginosa FtsZ:SulA. Fast Rigid Exhaustive Docking (FRED) was employed to select compounds that can mimic the key interacting residues. Bicyclic oxazolidinones 1a-d were selected for further study and synthesized from a key bicyclic aziridine intermediate, which is synthesized from a readily available unsaturated aldehyde and amides derived from a-amino acids.

  DOI：

  10.1021/ol4010068
• 作为产物：
  描述：

  N-Boc-DL-缬氨酸 在 N-甲基吗啉 作用下， 以 四氢呋喃 为溶剂， 反应 3.75h， 生成 tert-butyl (1-(benzylamino)-3-methyl-1-oxobutan-2-yl)carbamate
  参考文献：
  名称：

  Design and Synthesis of Mimics of the T7-loop of FtsZ

  摘要：

  Mimics of the 17-loop of the bacterial cell division protein FtsZ have been designed and synthesized. The design is based on the X-ray cocrystal structure of P. aeruginosa FtsZ:SulA. Fast Rigid Exhaustive Docking (FRED) was employed to select compounds that can mimic the key interacting residues. Bicyclic oxazolidinones 1a-d were selected for further study and synthesized from a key bicyclic aziridine intermediate, which is synthesized from a readily available unsaturated aldehyde and amides derived from a-amino acids.

  DOI：

  10.1021/ol4010068

文献信息

• Manganese Catalyzed Direct Amidation of Esters with Amines
  作者：Zhengqiang Fu、Xinghua Wang、Sheng Tao、Qingqing Bu、Donghui Wei、Ning Liu

  DOI：10.1021/acs.joc.0c02478

  日期：2021.2.5

  metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines

  酯与胺的过渡金属催化的酰胺键形成反应已被开发为克服传统方法的缺点的先进方法。在过渡金属催化的酰胺化反应中底物的广泛应用仍然是一个挑战。在此，报道了锰（I）催化的方法，其由多种酯和胺直接合成酰胺，具有低催化剂载量，具有无与伦比的底物范围。甚至在脂肪酸酯中，各种各样的芳族，脂族和杂环酯也与各种各样的伯芳基胺，伯烷基胺和仲烷基胺反应形成酰胺。值得注意的是，该方法提供了由脂肪酸酯和胺形成过渡金属催化的酰胺键形成反应的第一个例子。
• [EN] NOVEL SULFONE AMIDE DERIVATIVES CAPABLE OF INHIBITING BACE<br/>[FR] NOUVEAUX DERIVES SULFONAMIDE CAPABLES D'INHIBER BACE
  申请人：LG LIFE SCIENCES LTD

  公开号：WO2005030709A1

  公开（公告）日：2005-04-07

  The present invention relates to novel derivatives of sulfone amide of Formula 1 as defined in this disclosure which inhibit the activity of BACE (or beta-secretase). These sulfone amide derivatives are useful for the treatment and prevention of Alzheimer's disease and related diseases caused by production of beta-amyloid, by inhibiting the activity of BACE.

  本发明涉及本公开中定义的式1的磺酰脒衍生物，该衍生物抑制BACE（或β-分泌酶）的活性。这些磺酰脒衍生物可用于治疗和预防由β-淀粉样蛋白产生引起的阿尔茨海默病及相关疾病，通过抑制BACE的活性。
• Polymer-assisted solution phase synthesis: a general method for sequestration of byproducts formed from activated acyl-transfer reactants
  作者：John J. Weidner、John J. Parlow、Daniel L. Flynn

  DOI：10.1016/s0040-4039(98)02328-4

  日期：1999.1

  Typical amide bond-forming reactions involving amines with activated esters are purified by the use of complementary molecular reactivity/molecular recognition (CMR/R) resins, which sequester both the excess activated ester and the byproducts (leaving group) generated. It is also shown by HPLC analysis that this strategy effectively removes many of the common byproducts generated from reactions involving activated esters, carbonates, and carbamates. (C) 1998 Elsevier Science Ltd. All rights reserved.