Tert-butyl 1-(4-nitrophenyl)sulfonyl-2-phenylaziridine-2-carboxylate | 213135-13-8

• 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 1-(4-nitrophenyl)sulfonyl-2-phenylaziridine-2-carboxylate
• CAS: 213135-13-8
• 化学式: C₁₉H₂₀N₂O₆S
• 分子量: 404.444
• InChiKey: QSKSTLFPYZPKGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Tert-butyl 1-(4-nitrophenyl)sulfonyl-2-phenylaziridine-2-carboxylate 在 三氟乙酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 4.0h， 以70%的产率得到2-Hydroxy-3-(4-nitro-benzenesulfonylamino)-2-phenyl-propionic acid tert-butyl ester
  参考文献：
  名称：

  Application of the Evans aziridination procedure to 2-substituted acrylates and cinnamates: An expedient route to α-substituted α- and β-amino acids

  摘要：

  Reaction of the title compounds with Phl=NSO2Ar (Ar = p-tolyl or p-nitrophenyl) in the presence of catalytic copper (II) triflate in acetonitrile gave the corresponding 2 and/or 3-substituted aziridine-2-carboxylates in generally; good yields. The latter, on reaction with nucleophiles, gave alpha-substituted alpha- or beta-amino acids depending on the pattern of substitution on the aziridine ring. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01132-0
• 作为产物：
  描述：

  [N-(nosyl)imino]phenyliodinane 、 tert-butyl 2-phenylacrylate 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以60%的产率得到Tert-butyl 1-(4-nitrophenyl)sulfonyl-2-phenylaziridine-2-carboxylate
  参考文献：
  名称：

  Application of the Evans aziridination procedure to 2-substituted acrylates and cinnamates: An expedient route to α-substituted α- and β-amino acids

  摘要：

  Reaction of the title compounds with Phl=NSO2Ar (Ar = p-tolyl or p-nitrophenyl) in the presence of catalytic copper (II) triflate in acetonitrile gave the corresponding 2 and/or 3-substituted aziridine-2-carboxylates in generally; good yields. The latter, on reaction with nucleophiles, gave alpha-substituted alpha- or beta-amino acids depending on the pattern of substitution on the aziridine ring. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01132-0

文献信息

• Application of the Evans aziridination procedure to 2-substituted acrylates and cinnamates: An expedient route to α-substituted α- and β-amino acids
  作者：Philippe Dauban、Robert H. Dodd

  DOI：10.1016/s0040-4039(98)01132-0

  日期：1998.8

  Reaction of the title compounds with Phl=NSO2Ar (Ar = p-tolyl or p-nitrophenyl) in the presence of catalytic copper (II) triflate in acetonitrile gave the corresponding 2 and/or 3-substituted aziridine-2-carboxylates in generally; good yields. The latter, on reaction with nucleophiles, gave alpha-substituted alpha- or beta-amino acids depending on the pattern of substitution on the aziridine ring. (C) 1998 Elsevier Science Ltd. All rights reserved.