N-(tert-Butoxycarbonyl)-L-alanyl-N-prop-2-yn-1-yl-L-alaninamide | 828927-37-3

• 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: N-(tert-Butoxycarbonyl)-L-alanyl-N-prop-2-yn-1-yl-L-alaninamide
• 英文别名: tert-butyl N-[(2S)-1-oxo-1-[[(2S)-1-oxo-1-(prop-2-ynylamino)propan-2-yl]amino]propan-2-yl]carbamate
• CAS: 828927-37-3
• 化学式: C₁₄H₂₃N₃O₄
• 分子量: 297.354
• InChiKey: GQNRNHVVPRZPSR-UWVGGRQHSA-N

物化性质

• 沸点：
  542.1±45.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  96.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(tert-Butoxycarbonyl)-L-alanyl-N-prop-2-yn-1-yl-L-alaninamide 在 三氟乙酸 作用下， 以 二氯甲烷 、 苯甲醚 为溶剂， 反应 1.0h， 生成 (S)-2-Amino-N-((S)-1-prop-2-ynylcarbamoyl-ethyl)-propionamide
  参考文献：
  名称：

  Synthesis and structure of chiral-at-metal complexes with the ligand (S)-2-[(Sp)-2-(diphenylphosphino)ferrocenyl]-4-isopropyloxazoline

  摘要：

  Half-sandwich complexes of formula [(eta"-ring)MC1L]PF6 [L=(S)-2-[(S-p)-2-(diphenylphosphino)ferrocenyl]-4-isopropyloxazoline; (eta"-ring)M=(eta(5)-C5Me5)Rh; (eta(5)-C5Me5)lr; (eta(6)-p-MeC(6)H(4)iPr)Ru; (eta(6)-p-MeC(6)H(4)iPr)Os] have been prepared and spectroscopically characterised. The molecular structures of the rhodium and iridium compounds have been determined by X-ray crystallography. The related solvate complexes [(eta(5)-C5Me5)ML(Me2CO)](2+) (M=Rh, Ir) are active catalysts for the Diels-Alder reaction between methacrolein and cyclopentadiene. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.09.003
• 作为产物：
  描述：

  ((S)-1-prop-2-ynylcarbamoylethyl)carbamic acid tert-butyl ester 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.5h， 生成 N-(tert-Butoxycarbonyl)-L-alanyl-N-prop-2-yn-1-yl-L-alaninamide
  参考文献：
  名称：

  Synthesis and structure of chiral-at-metal complexes with the ligand (S)-2-[(Sp)-2-(diphenylphosphino)ferrocenyl]-4-isopropyloxazoline

  摘要：

  Half-sandwich complexes of formula [(eta"-ring)MC1L]PF6 [L=(S)-2-[(S-p)-2-(diphenylphosphino)ferrocenyl]-4-isopropyloxazoline; (eta"-ring)M=(eta(5)-C5Me5)Rh; (eta(5)-C5Me5)lr; (eta(6)-p-MeC(6)H(4)iPr)Ru; (eta(6)-p-MeC(6)H(4)iPr)Os] have been prepared and spectroscopically characterised. The molecular structures of the rhodium and iridium compounds have been determined by X-ray crystallography. The related solvate complexes [(eta(5)-C5Me5)ML(Me2CO)](2+) (M=Rh, Ir) are active catalysts for the Diels-Alder reaction between methacrolein and cyclopentadiene. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.09.003

文献信息

• N-terminus to C-terminus metallacyclicpeptides employing tungsten–alkyne coordination
  作者：Timothy P. Curran、Richard S.H. Yoon、Brian R. Volk

  DOI：10.1016/j.jorganchem.2004.09.062

  日期：2004.12

  The capacity of using tungsten-alkyne coordination to form metallacyclicpeptides was examined. Dialkynyl species 1, 2 and 3 were prepared. 1 is a dialkyne derivative of ammonia, 2 is a dialkyne derivative of alanine, while 3 is a dialkyne derivative of the dipeptide alanylalanine. In 2 and 3 the two alkyne groups were appended at the N- and C-termini. The N-terminal alkyne was prepared by acylating the N-terminal amine with propargylchloroformate. The C-terminal alkyne was introduced by acylating the C-terminal carboxylic acid with propargylamine. Outcomes of metallacyclization reactions were assessed using H-1 NMR spectroscopy and electrospray positive ion mass spectrometry. Both 2 and 3 underwent successful cyclization to yield the metallacyclicpeptides 16 and 17, respectively. However, 1 did not cyclize; instead, it formed a variety of acyclic and cyclic oligomeric tungstenbis(alkyne) species. The failure of 1 to cyclize is attributed to its inability to position its two alkyne groups parallel to each other and spaced 6.5 A apart. The H-1 NMR spectra for 16 and 17 show that these metallacyclicpeptides exist as a complex mixture of isomers that differ in how the ligands are positioned around the tungsten center. At elevated temperatures metallcycliepeptide 17 will rapidly interconvert between the various isomers. In contrast, 16 does not readily interconvert between isomers, even at elevated temperatures. That 16 does not rapidly interconvert between isomers, even at 90degreesC, is attributed to the tight packing and limited conformational freedom of this metallacyclicpeptide. (C) 2004 Elsevier B.V. All rights reserved.
• Synthesis and structure of chiral-at-metal complexes with the ligand (S)-2-[(Sp)-2-(diphenylphosphino)ferrocenyl]-4-isopropyloxazoline
  作者：Daniel Carmona、Roberto Medrano、Isabel T. Dobrinovich、Fernando J. Lahoz、Joaquina Ferrer、Luis A. Oro

  DOI：10.1016/j.jorganchem.2006.09.003

  日期：2006.12

  Half-sandwich complexes of formula [(eta"-ring)MC1L]PF6 [L=(S)-2-[(S-p)-2-(diphenylphosphino)ferrocenyl]-4-isopropyloxazoline; (eta"-ring)M=(eta(5)-C5Me5)Rh; (eta(5)-C5Me5)lr; (eta(6)-p-MeC(6)H(4)iPr)Ru; (eta(6)-p-MeC(6)H(4)iPr)Os] have been prepared and spectroscopically characterised. The molecular structures of the rhodium and iridium compounds have been determined by X-ray crystallography. The related solvate complexes [(eta(5)-C5Me5)ML(Me2CO)](2+) (M=Rh, Ir) are active catalysts for the Diels-Alder reaction between methacrolein and cyclopentadiene. (c) 2006 Elsevier B.V. All rights reserved.