N-<(R)-2-Methoxy-2-(trifluoromethyl)phenylacetyl>-(S)-Pro-OMe | 128360-03-2

• 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-<(R)-2-Methoxy-2-(trifluoromethyl)phenylacetyl>-(S)-Pro-OMe
• 英文别名: N-[(R)-2-Methoxy-2-(trifluoromethyl)phenylacetyl]-(S)-Pro-OMe；methyl (2S)-1-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]pyrrolidine-2-carboxylate
• CAS: 128360-03-2
• 化学式: C₁₆H₁₈F₃NO₄
• 分子量: 345.318
• InChiKey: DJQDKQKHQVGXMS-SWLSCSKDSA-N

物化性质

• 沸点：
  411.5±45.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-hydroxymetatacarboline D 在 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 三甲基氯硅烷 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 N-<(R)-2-Methoxy-2-(trifluoromethyl)phenylacetyl>-(S)-Pro-OMe
  参考文献：
  名称：

  HR-MALDI-MS Imaging Assisted Screening of β-Carboline Alkaloids Discovered from Mycena metata

  摘要：

  Fruiting bodies of Mycena metata were screened for the presence of new secondary metabolites by means of HPLC-UV, LC-HR-ESIMS, and high-resolution matrix-assisted laser desorption/ionization mass spectrometry imaging (HR-MALDI-MS imaging). Thus, a new beta-carboline alkaloid, 6-hydroxymetatacarboline D (1d), was isolated from fruiting bodies of M. metata. 6-Hydroxymetatacarboline D consists of a highly substituted beta-carboline skeleton, which is likely to be derived biosynthetically from L-tryptophan, 2-oxoglutaric acid, L-threonine, and L-proline. The structure of the alkaloid was established by 2D NMR spectroscopic methods and HR-ESIMS. Moreover, by extensive application of LC-HR-ESIMS, LC-HR-ESIMS/MS, and LC-HR-ESIMS3 techniques we were able to elucidate the structures of a number of accompanying beta-carboline alkaloids, 1a-1c, 1e-1i, and 2a-2g, structurally closely related to 6-hydroxymetatacarboline D, which are present in M. metata in minor amounts. The absolute configuration of the stereogenic centers of the beta-carboline alkaloids was determined by GC-MS comparison with authentic synthetic samples after hydrolytic cleavage and derivatization of the resulting amino acids.

  DOI：

  10.1021/np300455a

文献信息

• Expeditious synthesis of mosher amides using a solid supported carbodiimide
  作者：Maciej Adamczyk、Jeffrey R. Fishpaugh

  DOI：10.1016/0040-4039(96)01617-6

  日期：1996.9

  A novel method of Mosher amide synthesis using a solid supported carbodiimide in CDCl3 is described. Estimation of optical purity can be promptly achieved by direct NMR analysis of the reaction solvent.

  描述了使用在CDCl 3中的固体负载的碳二亚胺合成Mosher酰胺的新方法。光学纯度的估计可以通过反应溶剂的直接NMR分析迅速完成。
• BARRETT, ANTHONY G. M.;PILIPAUSKAS, DANIEL, J. ORG. CHEM., 55,(1990) N7, C. 5170-5173
  作者：BARRETT, ANTHONY G. M.、PILIPAUSKAS, DANIEL

  DOI：——

  日期：——