2-[(2S,3S)-2-phenylmethoxypentan-3-yl]-4-(4-piperazin-1-ylphenyl)-1,2,4-triazol-3-one | 454479-39-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-[(2S,3S)-2-phenylmethoxypentan-3-yl]-4-(4-piperazin-1-ylphenyl)-1,2,4-triazol-3-one
• CAS: 454479-39-1
• 化学式: C₂₄H₃₁N₅O₂
• 分子量: 421.542
• InChiKey: MRYGHCNIVARGAS-CVDCTZTESA-N

物化性质

• 沸点：
  573.0±60.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(2S,3S)-2-phenylmethoxypentan-3-yl]-4-(4-piperazin-1-ylphenyl)-1,2,4-triazol-3-one 在 palladium on activated charcoal 、 tris(dibenzylideneacetone)dipalladium (0) 甲酸 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 泊沙康唑
  参考文献：
  名称：

  Mono N-arylation of piperazine(III): metal-catalyzed N-arylation and its application to the novel preparations of the antifungal posaconazole and its advanced intermediate

  摘要：

  A novel application of Pd-0-catalyzed arylation to mono N-arylated piperazines, its mechanism, and its application towards the novel syntheses of the key differentially N,N'-diarylated piperazine antifungal intermediate N-(4-hydroxyphenyl)-N'-(4-aminophenyl)piperazine 5 as well as posaconazole 1 are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00556-7
• 作为产物：
  描述：

  哌嗪 、 4-(4-bromophenyl)-2-[(2S,3S)-2-phenylmethoxypentan-3-yl]-1,2,4-triazol-3-one 在 tris(dibenzylideneacetone)dipalladium (0) R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以88%的产率得到2-[(2S,3S)-2-phenylmethoxypentan-3-yl]-4-(4-piperazin-1-ylphenyl)-1,2,4-triazol-3-one
  参考文献：
  名称：

  Mono N-arylation of piperazine(III): metal-catalyzed N-arylation and its application to the novel preparations of the antifungal posaconazole and its advanced intermediate

  摘要：

  A novel application of Pd-0-catalyzed arylation to mono N-arylated piperazines, its mechanism, and its application towards the novel syntheses of the key differentially N,N'-diarylated piperazine antifungal intermediate N-(4-hydroxyphenyl)-N'-(4-aminophenyl)piperazine 5 as well as posaconazole 1 are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00556-7

文献信息

• Tetrahedron Lett. 2002, 43, 3359-3363
  作者：

  DOI：——

  日期：——
• Mono N-arylation of piperazine(III): metal-catalyzed N-arylation and its application to the novel preparations of the antifungal posaconazole and its advanced intermediate
  作者：Michael Hepperle、Jeffrey Eckert、Dinesh Gala、Lan Shen、C Anderson Evans、Andrew Goodman

  DOI：10.1016/s0040-4039(02)00556-7

  日期：2002.4

  A novel application of Pd-0-catalyzed arylation to mono N-arylated piperazines, its mechanism, and its application towards the novel syntheses of the key differentially N,N'-diarylated piperazine antifungal intermediate N-(4-hydroxyphenyl)-N'-(4-aminophenyl)piperazine 5 as well as posaconazole 1 are described. (C) 2002 Elsevier Science Ltd. All rights reserved.