N-(trifluoroacetyl)phenylglycine | 39801-62-2

• 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-(trifluoroacetyl)phenylglycine
• 英文别名: N-trifluoroacetyl-phenylglycine；2-phenyl-N-(trifluoroacetyl)glycine；N-Trifluoracetyl-DL-phenylglycin；2-phenyl-2-[(2,2,2-trifluoroacetyl)amino]acetic Acid
• CAS: 39801-62-2
• 化学式: C₁₀H₈F₃NO₃
• 分子量: 247.174
• InChiKey: AFPBGEGBLXHXNY-UHFFFAOYSA-N

物化性质

• 沸点：
  377.3±42.0 °C(Predicted)
• 密度：
  1.429±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(trifluoroacetyl)phenylglycine 在 乙酸酐 作用下， 反应 2.0h， 生成 2-Trifluormethyl-4-phenyl-oxazolon-(5)
  参考文献：
  名称：

  A Tandem [3+2] Cycloaddition-Elimination Cascade Reaction to Generate Pyrrolo-[3,4-c]pyrrole-1,3-diones

  摘要：

  An efficient tandem [3+2] cycloaddition-elimination cascade sequence has been developed enabling assembly of the pharmacologically relevant pyrrolo-[3,4-c]pyrrole-1,3-dione chemotype. The strategy involves simple mixing of readily accessible oxazolin-2-ones and pyrrole-2,5-diones in the presence of base under mild conditions, rendering the title compounds in typically excellent yields. Of note, this route allows for installation of three points of diversity and is ideal for combinatorial applications and parallel synthesis production campaigns.

  DOI：

  10.1055/s-0033-1338872
• 作为产物：
  描述：

  2-溴-2-苯基乙酸叔丁酯 在 苄基三乙基氯化铵 、 potassium carbonate 、 三氟乙酸 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 26.0h， 生成 N-(trifluoroacetyl)phenylglycine
  参考文献：
  名称：

  Albanese, Domenico; Corcella, Francesco; Landini, Dario, Journal of the Chemical Society. Perkin transactions I, 1997, # 3, p. 247 - 249

  摘要：

  DOI：

文献信息

• Application of the Ester Enolate Claisen Rearrangement in the Synthesis of Amino Acids Containing Quaternary Carbon Centers
  作者：Uli Kazmaier

  DOI：10.1021/jo960014g

  日期：1996.1.1

  Ester enolate Claisen rearrangement of highly substituted amino acid allylic esters 4 allows for the synthesis of sterically demanding amino acids 5 with beta-quaternary carbon centers. Because of enolate fixation by chelation, the rearrangement occurs in a highly diastereoselective fashion. The methodology is suitable not only for glycine derivatives but also for allylic esters of various amino acids

  高度取代的氨基酸烯丙基酯4的酯烯醇式Claisen重排允许合成具有β-季碳中心的空间需求氨基酸5。由于通过螯合固定了烯醇盐，因此以高度非对映选择性的方式发生重排。该方法不仅适用于甘氨酸衍生物，而且适用于各种氨基酸的烯丙基酯。在这种情况下，产生具有两个邻近的季碳中心的氨基酸。对于不对称取代的烯丙基酯（如4k-n），重排的非对映选择性很高。
• Substituted pteridines for the treatment of inflammatory diseases
  申请人：Dollinger Horst

  公开号：US20060116370A1

  公开（公告）日：2006-06-01

  The invention relates to new pteridines which are suitable for the treatment of respiratory or gastrointestinal complaints or diseases, inflammatory diseases of the joints, skin or eyes, diseases of the peripheral or central nervous system or cancers, as well as pharmaceutical compositions which contain these compounds.

  这项发明涉及新的蕨类素，适用于治疗呼吸道或消化系统的疾病或不适，关节、皮肤或眼睛的炎症性疾病，外周或中枢神经系统的疾病或癌症，以及含有这些化合物的药物组合物。
• Synthesis of sterically high demanding α-alkylated amino acids via Claisen rearrangement of chelated enolates
  作者：Uli Kazmaier、Sabine Maier

  DOI：10.1016/0040-4020(95)00946-9

  日期：1996.1

  Ester enolate Claisen rearrangement of chelated N-protected amino acid allylic esters 1 and 4 results in the formation of α-alkylated γ,δ-unsaturated amino acids 3 and 5 in good yields and in a highly diastereoselective fashion.

  螯合的N-保护的氨基酸烯丙基酯1和4的酯烯醇化克莱森重排导致以高收率和高度非对映选择性的方式形成α-烷基化的γ，δ-不饱和氨基酸3和5。
• 2-aryl-5-(trifluoromethyl)-2-pyrroline compounds useful in the
  申请人：American Cyanamid Company

  公开号：US05118816A1

  公开（公告）日：1992-06-02

  There are provided important pyrroline and glycine intermediates, methods for the preparation of these intermediates and their use in the manufacture of insecticidal, acaricidal and nematocidal arylpyrrole compounds. Illustrative of the pyrroline and glycine intermediates are compounds having the following structures: ##STR1## wherein A is hydrogen or C.sub.1 -C.sub.4 alkyl and W is CN, NO.sub.2 or CO.sub.2 R.sub.6.

  提供了重要的吡咯啉和甘氨酸中间体，制备这些中间体的方法以及它们在制造杀虫、杀螨和杀线虫的芳基吡咯烷化合物中的应用。吡咯啉和甘氨酸中间体的示例化合物具有以下结构：其中A为氢或C.sub.1-C.sub.4烷基，W为CN、NO.sub.2或CO.sub.2R.sub.6。
• 2-aryl-5(trifluoromethyl)-2-pyrroline compounds useful in the
  申请人：American Cyanamid Company

  公开号：US05380876A1

  公开（公告）日：1995-01-10

  There are provided important pyrroline and glycine intermediates, methods for the preparation of said intermediates and the use thereof in the manufacture of arylpyrrole insecticidal agents.

  提供了重要的吡咯烷和甘氨酸中间体，提供了制备这些中间体的方法，并将其用于制造芳基吡咯类杀虫剂。