cyclotri-β-alanyl | 10491-78-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: cyclotri-β-alanyl
• 英文别名: 1,5,9-Triazacyclododecane-2,6,10-trione；1,5,9-triazacyclododecane-2,6,10-trione
• CAS: 10491-78-8
• 化学式: C₉H₁₅N₃O₃
• 分子量: 213.236
• InChiKey: WENOSTKXLDUSML-UHFFFAOYSA-N

物化性质

• 熔点：
  >320 °C
• 沸点：
  673.0±50.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  87.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-[3-(3-氨基丙酰氨基)丙酰氨基]丙酸 在 a-丙烯酸氯甲酯 、 三乙胺 作用下， 生成 cyclotri-β-alanyl
  参考文献：
  名称：

  White, David N. J.; Morrow, Christopher; Cox, Phillip J., Journal of the Chemical Society. Perkin transactions II, 1982, p. 239 - 244

  摘要：

  DOI：

文献信息

• Synthesis of iron chelators. Enterobactin, enantioenterobactin, and a chiral analog
  作者：William H. Rastetter、Thomas J. Erickson、Michael C. Venuti

  DOI：10.1021/jo00331a001

  日期：1981.8
• White, David N. J.; Morrow, Christopher; Cox, Phillip J., Journal of the Chemical Society. Perkin transactions II, 1982, p. 239 - 244
  作者：White, David N. J.、Morrow, Christopher、Cox, Phillip J.、Drey, Charles N. C.、Lowbridge, John

  DOI：——

  日期：——
• Structure of the stacked cyclic oligoamides: 1,6-diaza-2,7-cyclodecadione and 1,5,9-triaza-2,6,10-cyclododecatrione. A ring model of the α-helix
  作者：V. Tereshko、J. M. Monserrat、J. Pérez-Folch、J. Aymamí、I. Fita、J. A. Subirana

  DOI：10.1107/s0108768193008924

  日期：1994.4.1

  The structure of two cyclic amides, comprised of methylene and peptide groups, is described. The cyclic amides form parallel columns of stacked hydrogen-bonded rings. The cyclic dimer of butyramide (1,6-diaza-2,7-cyclodecadione) (I), C8H14N2O2, forms monoclinic crystals, space group P2(1)/n, a = 4.874 (2), b = 11.714 (4), c = 8.088 (2) angstrom, beta = 107.3 (3)-degrees, R = 0.125 for 536 observed reflections, I > 3sigma(I), Z = 2, D(x) = 1.28 g cm-3, lambda(Cu Kalpha) = 1.5418 angstrom, mu = 7.26 cm-1, T = 298 K. Extra peaks were found near the peptide groups, but the R factor could not be reduced by introducing additional parameters to account for disorder. The ten-membered ring skeleton adopts a centrosymmetric crown conformation which is rarely found in other ten-atom rings, but had been described for its isomer 1,5-diaza-6,10-cyclodecadione. A cyclic trimer of beta-alanine (1,5,9-triaza-2,6,10-cyclododecatrione) (2), C9H15N3O3, is also studied. It forms trigonal crystals, a = b = 13.74 (2), c = 4.82 (1) angstrom, space group R3m, R = 0.060 for 161 observed reflections, I > 2.5 sigma(I), Z = 3, D(x) = 1.35 g cm-3. lambda(Cu Kalpha) = 1.5418 angstrom, mu = 8.16 cm-1, T = 298 K. The 12-atom ring has two conformations which are mirror images and co-exist in the crystal. They appear super-imposed in the solved structure. The peptide groups are planar and the organization of the stacked rings is very similar to that of an alpha-helix.