TFA*H2N-Gly-OC2H5 | 353-90-2

• 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: TFA*H2N-Gly-OC2H5
• 英文别名: glycine ethyl ester; trifluoroacetate；Glycin-aethylester; Trifluoracetat；Ethyl 2-aminoacetate;2,2,2-trifluoroacetic acid
• CAS: 353-90-2
• 化学式: C₂HF₃O₂*C₄H₉NO₂
• 分子量: 217.145
• InChiKey: TUCBIILSAIXHOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.14
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  TFA*H2N-Gly-OC2H5 、 methyl (E)-4-(2-formylphenoxy)but-2-enoate 在 4 A molecular sieve 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到
  参考文献：
  名称：

  Solid-Phase Synthesis:  Intramolecular Azomethine Ylide Cycloaddition (→Proline) and Carbanilide Cyclization (→Hydantoin) Reactions

  摘要：

  An efficient, diastereoselective route to 2,5,6,7-tetrasubstituted-1H-pyrrolo[1,2-c]imidazoles has been developed using solid-phase intramolecular azomethine ylide cycloaddition and carbanilide cyclization chemistries. To successfully execute this eight-step protocol in the solid phase, it was necessary to insert a spacer moiety between the resin and glycinate functional group. Experiments addressing the stereoselectivity of the 1,3-dipolar cycloaddition step as well as the cyclative release step are also presented.

  DOI：

  10.1021/jo9800210
• 作为产物：
  描述：

  N-BOC-甘氨酸乙酯 、 三氟乙酸 生成 TFA*H2N-Gly-OC2H5
  参考文献：
  名称：

  Mechanistic studies on prolyl-4-hydroxylase: the vitamin c requiring uncoupled oxidation

  摘要：

  A deuteriated substrate for the human type I prolyl-4-hydroxylase was synthesized and its V/K deuterium isotope effect was determined to be 3.4 +/- 0.2. This isotope effect was attributed to the uncoupled oxidation. A dehydroproline containing tetrapeptide was also found to stimulate the uncoupled oxidation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00224-9

文献信息

• Synthesis and antitumour evaluation of peptidyl-like derivatives containing the 1,3-benzodioxole system
  作者：Diogo Rodrigo de Magalhães Moreira、Ana Cristina Lima Leite、Paulo Michel Pinheiro Ferreira、Patrícia Marçal da Costa、Letícia Veras Costa Lotufo、Manoel Odorico de Moraes、Dalci José Brondani、Claudia do Ó Pessoa

  DOI：10.1016/j.ejmech.2006.10.007

  日期：2007.3

  In the scope of a research program aiming at the synthesis and pharmacological evaluation of novel possible antitumour prototype compounds, we described in this paper the synthesis of peptidyl-like derivatives containing the 1,3-benzodioxole system. The proliferation inhibitors tested against tumour cell lines identified the derivatives tyrosine (4f) and lysine (4g) as the most active among them, presenting IC50 values in micromolar range and are more active than Safrole. For the study on the embryonic development, Safrole did not show any selectivity in this latter assay, which indicates that Safrole acts as a 'cell cycle-nonspecific' inhibitory agent. However, compound M presented a fair antimitotic effect, mainly on third cleavage and blastulae stages (38% and 1.7% of normal development, at 10 mu g/mL), suggesting a time-dependent activity and a 'cell cycle-specific' agent action. Neither derivatives revealed hemolytic action in assay with mouse erythrocytes. (c) 2006 Elsevier Masson SAS. All rights reserved.
• ROBERTS F. E., TETRAHEDRON LETT., 1979, NO 4, 325-326
  作者：ROBERTS F. E.

  DOI：——

  日期：——