tert-butyl N-[2-[[1-(tert-butylamino)-4-methyl-1-oxopentan-2-yl]-(2-fluoro-5-nitrobenzoyl)amino]phenyl]carbamate | 370069-26-4

• 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 N-[2-[[1-(tert-butylamino)-4-methyl-1-oxopentan-2-yl]-(2-fluoro-5-nitrobenzoyl)amino]phenyl]carbamate
• CAS: 370069-26-4
• 化学式: C₂₈H₃₇FN₄O₆
• 分子量: 544.623
• InChiKey: HNDZPQCQKSHYRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[2-[[1-(tert-butylamino)-4-methyl-1-oxopentan-2-yl]-(2-fluoro-5-nitrobenzoyl)amino]phenyl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy

  摘要：

  The novel solution-phase synthesis of an array of biologically relevant benzimidazoles in a simple two-step procedure is revealed. Transformations are carried out in excellent yield by condensation of mono-Boc protected ortho-phenylene diamine and supporting Ugi reagents. Subsequent acid treatment and evaporation affords benzimidazoles in good to excellent yield. The described protocol represents a highly attractive solution-phase procedure for the rapid generation of benzimidazole libraries. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00919-4
• 作为产物：
  描述：

  异氰酸叔丁酯 、 2-氟-5-硝基苯甲酸 、 N-Boc-1,2-亚苯基二胺 、 异戊醛 反应 48.0h， 生成 tert-butyl N-[2-[[1-(tert-butylamino)-4-methyl-1-oxopentan-2-yl]-(2-fluoro-5-nitrobenzoyl)amino]phenyl]carbamate
  参考文献：
  名称：

  Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy

  摘要：

  The novel solution-phase synthesis of an array of biologically relevant benzimidazoles in a simple two-step procedure is revealed. Transformations are carried out in excellent yield by condensation of mono-Boc protected ortho-phenylene diamine and supporting Ugi reagents. Subsequent acid treatment and evaporation affords benzimidazoles in good to excellent yield. The described protocol represents a highly attractive solution-phase procedure for the rapid generation of benzimidazole libraries. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00919-4

文献信息

• MCC/S N Ar methodology. Part 1: Novel access to a range of heterocyclic cores
  作者：Paul Tempest、Vu Ma、Michael G Kelly、Wyeth Jones、Christopher Hulme

  DOI：10.1016/s0040-4039(01)00920-0

  日期：2001.7

  The novel solution-phase syntheses of arrays of biologically relevant indazolinones. benzazepines and benzoxazepines, utilizing multi-component condensation (MCC)/SNAr methodology is reported. Reaction of commercially available 2-fluoro-5-nitrobenzoic acid with an aldehyde, isonitrile and a primary amine tethered to a Boc-protected internal amino or hydroxyl nucleophile, affords the Ugi product in good yield. Subsequent acid treatment followed by proton scavenging promotes cyclization of internal amino nucleophiles to a variety of ring sizes. Base treatment alone is sufficient to generate benzoxazepines. Interestingly, this communication also introduces a highly efficient two-step route to benzimidazoles. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy
  作者：Paul Tempest、Vu Ma、Samuel Thomas、Zheng Hua、Michael G Kelly、Christopher Hulme

  DOI：10.1016/s0040-4039(01)00919-4

  日期：2001.7

  The novel solution-phase synthesis of an array of biologically relevant benzimidazoles in a simple two-step procedure is revealed. Transformations are carried out in excellent yield by condensation of mono-Boc protected ortho-phenylene diamine and supporting Ugi reagents. Subsequent acid treatment and evaporation affords benzimidazoles in good to excellent yield. The described protocol represents a highly attractive solution-phase procedure for the rapid generation of benzimidazole libraries. (C) 2001 Elsevier Science Ltd. All rights reserved.