2-[1-[(S)-1-(2,2-Dimethyl-propionyl)-pyrrolidin-2-yl]-meth-(E)-ylideneaminooxy]-N-isopropyl-acetamide | 281676-04-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-[1-[(S)-1-(2,2-Dimethyl-propionyl)-pyrrolidin-2-yl]-meth-(E)-ylideneaminooxy]-N-isopropyl-acetamide
• CAS: 281676-04-8
• 化学式: C₁₅H₂₇N₃O₃
• 分子量: 297.398
• InChiKey: UDOZDYWRHVTOHN-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  71.0
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[1-[(S)-1-(2,2-Dimethyl-propionyl)-pyrrolidin-2-yl]-meth-(E)-ylideneaminooxy]-N-isopropyl-acetamide 在 sodium cyanoborohydride 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 72.0h， 生成 Piv-Propsi[CH2-NH-O]Gly-NH^i^Pr
  参考文献：
  名称：

  Pseudopeptide fragments and local structures induced by an α-aminoxy acid in a dipeptide

  摘要：

  An alpha-aminoxy acid residue has been introduced by liquid-phase procedures in a model dipeptide, by means of the amidoxy (CO-NH-O), oxime (CH=N-O) and hydroxylamine (CH2-NH-O) pseudopeptide link. The structural properties induced by the three amide surrogates, which are not protonated at the physiological pH, have been studied in organic solution. In all three cases, the oc-oxygen interacts with the adjacent amide NH to close a five-membered cycle. The amidoxy link gives rise to a very stable bt-like folded structure and the cis-oxime link to a beta-like folded structure. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00200-8
• 作为产物：
  描述：

  (S)-2-[(Isopropylcarbamoyl-methoxyimino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 2.5h， 生成 2-[1-[(S)-1-(2,2-Dimethyl-propionyl)-pyrrolidin-2-yl]-meth-(E)-ylideneaminooxy]-N-isopropyl-acetamide
  参考文献：
  名称：

  Pseudopeptide fragments and local structures induced by an α-aminoxy acid in a dipeptide

  摘要：

  An alpha-aminoxy acid residue has been introduced by liquid-phase procedures in a model dipeptide, by means of the amidoxy (CO-NH-O), oxime (CH=N-O) and hydroxylamine (CH2-NH-O) pseudopeptide link. The structural properties induced by the three amide surrogates, which are not protonated at the physiological pH, have been studied in organic solution. In all three cases, the oc-oxygen interacts with the adjacent amide NH to close a five-membered cycle. The amidoxy link gives rise to a very stable bt-like folded structure and the cis-oxime link to a beta-like folded structure. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00200-8