Methyl 4,4,4-trifluoro-2-(phenylmethoxycarbonylamino)butanoate | 1227623-51-9

• 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: Methyl 4,4,4-trifluoro-2-(phenylmethoxycarbonylamino)butanoate
• CAS: 1227623-51-9
• 化学式: C₁₃H₁₄F₃NO₄
• 分子量: 305.254
• InChiKey: GNTGHSJEKCUDLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  361.2±42.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  三氟碘甲烷 、 七氟-1-碘丙烷 、 全氟碘代丁烷 、 苄基-脱氢-丙氨酸甲酯 在 indium 、 (1R,2R)-(+)-1,2-diphenylethylene-1,2-diamine dihydrochloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 Methyl 4,4,4-trifluoro-2-(phenylmethoxycarbonylamino)butanoate 、 Methyl 4,4,5,5,6,6,6-heptafluoro-2-(phenylmethoxycarbonylamino)hexanoate 、 Methyl 4,4,5,5,6,6,7,7,7-nonafluoro-2-(phenylmethoxycarbonylamino)heptanoate
  参考文献：
  名称：

  不对称质子化终止脱氢氨基酸的全氟烷基加成直接外消旋混合物合成含氟氨基酸

  摘要：

  开发有效的手性有机化合物合成和纯化方法是现代科学技术面临的挑战。尤其需要光学纯形式的药学和农业化学上重要的化合物。我们报告了 β-全氟烷基 α-氨基酸的外消旋混合物合成，该合成基于全氟烷基自由基与脱氢氨基酸的 In 介导加成，然后不对称质子化。所有对映异构体都可以通过使用单个手性 HPLC 色谱柱进行分离，而无需正交使用氟色谱柱。

  DOI：

  10.1002/ejoc.201000017

文献信息

• HETEROCYCLIC PYRAZOLE-CARBOXAMIDESAS P2Y12 ANTAGONISTS
  申请人：Nazaré Marc

  公开号：US20110021537A1

  公开（公告）日：2011-01-27

  The present invention relates to compounds of the formula I, wherein R1; R2; Z; A; B; D; Q; J; V; G and M have the meanings indicated in the claims. The compounds of the formula I are valuable pharmacologically active compounds. They exhibit a strong anti-aggregating effect on platelets and thus an anti-thrombotic effect and are suitable, e.g., for the therapy and prophylaxis of cardio-vascular disorders like thromboembolic diseases or restenoses. They are reversible antagonists of the platelet ADP receptor P2Y12, and can in general be applied in conditions in which an undesired activation of the platelet ADP receptor P2Y12 is present or for the cure or prevention of which an inhibition of the platelet ADP receptor P2Y12 is intended. The invention furthermore relates to processes for the preparation of compounds of the formula I, their use, in particular as active ingredients in pharmaceuticals, and pharmaceutical preparations comprising them.

  本发明涉及式I的化合物，其中R1；R2；Z；A；B；D；Q；J；V；G和M具有所述声明中指示的含义。式I的化合物是有价值的药理活性化合物。它们对血小板具有强烈的抗聚集作用，因此具有抗血栓作用，适用于治疗和预防心血管疾病，如血栓栓塞性疾病或再狭窄。它们是血小板ADP受体P2Y12的可逆拮抗剂，并且通常适用于存在不希望的血小板ADP受体P2Y12激活的情况，或者用于治疗或预防需要抑制血小板ADP受体P2Y12的情况。此外，本发明还涉及式I化合物的制备方法，它们的用途，特别是作为药物中的活性成分，以及包含它们的制剂。
• HETEROCYCLIC PYRAZOLE-CARBOXAMIDES AS P2Y12 ANTAGONISTS
  申请人：Sanofi-Aventis

  公开号：EP2238128A2

  公开（公告）日：2010-10-13
• US8426420B2
  申请人：——

  公开号：US8426420B2

  公开（公告）日：2013-04-23
• [EN] HETEROCYCLIC PYRAZOLE-CARBOXAMIDES AS P2Y12 ANTAGONISTS<br/>[FR] PYRAZOLE-CARBOXAMIDES HÉTÉROCYCLIQUES UTILISÉS EN TANT QU'ANTAGONISTES DU RÉCEPTEUR P2Y12
  申请人：SANOFIS AVENTIS

  公开号：WO2009080226A2

  公开（公告）日：2009-07-02

  The present invention relates to compounds of the formula (I), wherein R1; R2; Z; A; B; D; Q; J; V; G and M have the meanings indicated in the claims. The compounds of the formula I are valuable pharmacologically active compounds. They exhibit a strong anti-aggregating effect on platelets and thus an anti-thrombotic effect and are suitable e.g. for the therapy and prophylaxis of cardio-vascular disorders like thromboembolic diseases or restenoses. They are reversible antagonists of the platelet ADP receptor P2Y12, and can in general be applied in conditions in which an undesired activation of the platelet ADP receptor P2Y12 is present or for the cure or prevention of which an inhibition of the platelet ADP receptor P2Y12 is intended. The invention furthermore relates to processes for the preparation of compounds of the formula (I), their use, in particular as active ingredients in pharmaceuticals, and pharmaceutical preparations comprising them.
• Direct Racemic Mixture Synthesis of Fluorinated Amino Acids by Perfluoroalkyl Radical Addition to Dehydroamino Acids Terminated by Asymmetric Protonation
  作者：Tomoko Yajima、Takayuki Tonoi、Hajime Nagano、Yuichi Tomita、Koichi Mikami

  DOI：10.1002/ejoc.201000017

  日期：2010.5

  methods for the synthesis and purification of chiral organic compounds is a challenge in modern science and technology. Pharmaceutically and agro-chemically important compounds are especially required in optically pure form. We report the racemic mixture synthesis of β-perfluoroalkyl α-amino acids, which is based on the In-mediated addition of perfluoroalkyl radicals to dehydroamino acids followed by asymmetric

  开发有效的手性有机化合物合成和纯化方法是现代科学技术面临的挑战。尤其需要光学纯形式的药学和农业化学上重要的化合物。我们报告了 β-全氟烷基 α-氨基酸的外消旋混合物合成，该合成基于全氟烷基自由基与脱氢氨基酸的 In 介导加成，然后不对称质子化。所有对映异构体都可以通过使用单个手性 HPLC 色谱柱进行分离，而无需正交使用氟色谱柱。