tert-butyl 2-(isopropylamino)-2-oxoethoxycarbamate | 281675-95-4

• 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 2-(isopropylamino)-2-oxoethoxycarbamate
• 英文别名: tert-butyl N-[2-oxo-2-(propan-2-ylamino)ethoxy]carbamate
• CAS: 281675-95-4
• 化学式: C₁₀H₂₀N₂O₄
• 分子量: 232.28
• InChiKey: DLMUXTDFWOKWOW-UHFFFAOYSA-N

物化性质

• 熔点：
  67-68 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-(isopropylamino)-2-oxoethoxycarbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 2-(aminooxy)-N-isopropylacetamide
  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：

  叔丁氧羰基氨氧基乙酸 在 N-甲基吗啉 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 生成 tert-butyl 2-(isopropylamino)-2-oxoethoxycarbamate
  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

文献信息

• Efficient Preparation of Aminoxyacyl Amides, Aminoxy Hybrid Peptides, and α-Aminoxy Peptides
  作者：Alan R. Katritzky、Ilker Avan、Srinivasa R. Tala

  DOI：10.1021/jo901612j

  日期：2009.11.20

  N-(Pg-α-aminoxy acids) 1a−g are converted to N-(Pg-α-aminoxyacyl)benzotriazoles 2a−g, which react under mild conditions with amines, α-amino acids/α-dipeptides, and α-aminoxy acids to give aminoxyacyl amides 3a−g, (3e+3e′), and (3g+3g′), aminoxy hybrid peptides 4a−h, (4a+4a′), 6a−d, 9a−e, (9a+9a′), and (9b+9b′), and α-aminoxy peptides 10a,b in good yields without racemization.

  将N-（Pg-α-氨氧基酸）1a - g转化为N-（Pg-α-氨氧基酰基）苯并三唑2a - g，使其在温和条件下与胺，α-氨基酸/α-二肽和α-氨氧基酸生成氨氧基酰基酰胺3a - g，（3e + 3e'）和（3g + 3g'），氨氧基杂合肽4a - h，（4a + 4a'），6a - d，9a - e，（9a + 9a'）和（9b + 9b'），以及α-氨氧基肽10a，b的产量高，没有消旋作用。
• Piv-Proψ[CH₂–NH–O]Gly–NH^<i>i</i>Pr
  作者：Catherine Corbier、Claude Didierjean、Laurent Thévenet、Regis Vanderesse、Michel Marraud

  DOI：10.1107/s0108270100006478

  日期：2000.8.15

  The pseudodipeptide, (S)-N-isopropyl [N-(pivaloyl)pyrrolidin-2-yl]methylaminooxy}acetamide, C15H29N3O3, adopts a global extended conformation with the hydroxylamine group in the g(+)/g(-) structure. The C-terminal amide NH interacts intramolecularly with the hydroxylamine O atom. Both NH bonds of each molecule are hydrogen bonded to the C-terminal amide carbonyl of a neighbouring molecule.
• Pseudopeptide fragments and local structures induced by an α-aminoxy acid in a dipeptide
  作者：Laurent Thévenet、Régis Vanderesse、Michel Marraud、Claude Didierjean、André Aubry

  DOI：10.1016/s0040-4039(00)00200-8

  日期：2000.4

  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.