diethyl 2-amino-2-benzylmalonate | 24257-64-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl 2-amino-2-benzylmalonate
• 英文别名: diethyl benzylamino-malonate；Diethyl 2-amino-2-benzylpropanedioate
• CAS: 24257-64-5
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: URMIMKNPYMYTBG-UHFFFAOYSA-N

物化性质

• 沸点：
  348.9±37.0 °C(Predicted)
• 密度：
  1.143±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 2-amino-2-benzylmalonate 生成 DL-苯丙氨酸
  参考文献：
  名称：

  Locquin; Cerchez, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1928, vol. 186, p. 1361,1362

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基丙二酸二乙酯盐酸盐 在 盐酸 、 对甲苯磺酸 作用下， 以 乙醚 、 水 、 甲苯 为溶剂， 反应 13.0h， 生成 diethyl 2-amino-2-benzylmalonate
  参考文献：
  名称：

  前手性α-氨基丙二酰胺的生物催化脱对称法合成对映体富集的功能化α-四取代α-氨基酸

  摘要：

  通过催化红串红球菌AJ270，一个在中性磷酸盐缓冲液的微生物全细胞催化剂在30℃下，一些前手性α取代的α-aminomalonamides的含酰胺酶进行高效和对映选择性水解desymmetrization，得到官能化α四取代α氨基酸化学产率为74–98％，ee为94.0至> 99.5％。底物中存在游离的α-氨基（NH 2）取代基被认为对于确保高生物催化效率和对映选择性很重要。通过（R）-2-氨基-2-氨基甲酰基戊-4-烯酸的实际化学转化为α-取代的丝氨酸类似物和生物活性的二氨基醇衍生物，证明了生物催化去对称化的合成应用。

  DOI：

  10.1021/jo3007122

文献信息

• [EN] MINERALOCORTICOID RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES D'UN RÉCEPTEUR DES MINÉRALOCORTICOÏDES
  申请人：MERCK SHARP & DOHME

  公开号：WO2013055607A1

  公开（公告）日：2013-04-18

  The present invention is directed to compounds of the Formula (I) as well as pharmaceutically acceptable salts thereof, that are aldosterone receptor antagonists which might be useful for treating aldosterone-mediated diseases. The invention furthermore relates to processes for preparing compounds of the Formula (I), to their possible use for the treatment of the abovementioned diseases and for preparing pharmaceuticals for this purpose, and to pharmaceutical compositions which comprise compounds of the Formula (I).

  本发明涉及式(I)的化合物以及其药用盐，这些化合物是醛固酮受体拮抗剂，可能对治疗醛固酮介导的疾病有用。该发明还涉及制备式(I)化合物的方法，以及它们可能用于治疗上述疾病和制备用于此目的的药物的方法，以及包括式(I)化合物的药物组合物。
• Thiazolo[3,2-a]pyrimidines, derivatives thereof, processes for
  申请人：Teijin Limited

  公开号：US04421914A1

  公开（公告）日：1983-12-20

  A compound selected from thiazolo[3,2-a]pyrimidines or their enolate derivatives represented by the following general formula ##STR1## wherein R.sup.1 and R.sup.2 are identical or different, and each represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted cycloaliphatic group having 3 to 8 carbon atoms, a substituted or unsubstituted phenylalkyl group or a substituted or unsubstituted acyl group having 2 to 7 carbon atoms, provided that R.sup.1 and R.sup.2 are not simultaneously hydrogen atoms or substituted or unsubstituted acyl groups having 2 to 7 carbon atoms; and R.sup.1 and R.sup.2, when taken together, may form, with the nitrogen atom to which they are bonded, a 5- or 6-membered ring which may further contain one or more hetero atoms; and acid addition salts of these compounds. The thiazolo[3,2-a]pyrimidines may be prepared by a process comprising (a) reacting a malonic acid derivative of the following general formula ##STR2## wherein R.sup.1 and R.sup.2 are as defined with regard to formula (I), and R.sup.4 and R.sup.5 are identical or different and each represents an alkyl group having 1 to 6 carbon atoms, with 2-aminothiazoline under heat, if desired in the presence of an inert organic solvent, to induce cyclocondensation, or (b) performing said condensation reaction in the presence of an alkali metal alkoxide, if desired in the presence of an inert organic solvent, and neutralizing the resulting enolate with an acid; and if desired, reacting the reaction product of (a) or (b) with an acid. The present invention provides also several processes for preparing enolate derivatives thereof. The thiazolo[3,2-a]pyrimidines, their enolate derivatives and acid addition compounds thereof are useful for regulating the immune function of a warm-blooded animal.

  从噻唑[3,2-a]嘧啶或其烯醇衍生物中选择的一种化合物，其由以下一般式表示##STR1##其中R.sup.1和R.sup.2相同或不同，每个代表氢原子、具有1至10个碳原子的烷基基团、具有3至10个碳原子的烯基基团、取代或未取代的苯基团、取代或未取代的具有3至8个碳原子的环脂基团、取代或未取代的苯基烷基基团或取代或未取代的具有2至7个碳原子的酰基基团，前提是R.sup.1和R.sup.2不同时为氢原子或取代或未取代的具有2至7个碳原子的酰基基团；当一起取时，R.sup.1和R.sup.2可以与它们结合的氮原子形成一个5-或6-成员环，该环可能进一步包含一个或多个杂原子；以及这些化合物的酸盐。噻唑[3,2-a]嘧啶可以通过以下过程制备：(a)在热下，如有必要，在惰性有机溶剂的存在下，将具有以下一般式的马来酸衍生物与2-氨基噻唑啉反应，以诱导环缩合，或者(b)在碱金属烷氧化物的存在下进行所述缩合反应，如有必要，在惰性有机溶剂的存在下，并用酸中和所得的烯醇；如有必要，将(a)或(b)的反应产物与酸反应。本发明还提供了几种制备其烯醇衍生物的方法。噻唑[3,2-a]嘧啶、其烯醇衍生物和酸盐化合物对调节温血动物的免疫功能有用。
• Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process
  作者：Andrea Mancinelli、Joan Albert、Xavier Ariza、Leoní A. Barrios、Jordi Garcia、Roberto Gómez、Jaume Granell

  DOI：10.1039/c9ra05670j

  日期：——

  A new method for the preparation of 2,2-disubstituted indolines from 2-phenylethylamines was developed under Pd catalysis and PhI(OAc)2 as oxidant. Imines derived from 2-pyridinecarboxaldehyde were formed in situ to direct a C–H activation process. The resulting imines were also oxidized to the corresponding amides in the same Pd-catalyzed process to obtain the final indoline as a picolinamide.

  建立了Pd催化、PhI(OAc) 2为氧化剂、2-苯乙胺制备2,2-二取代二氢吲哚的新方法。由 2-吡啶甲醛衍生的亚胺原位形成，以指导 C-H 活化过程。所得亚胺也在相同的 Pd 催化过程中被氧化成相应的酰胺，以获得最终的二氢吲哚吡啶酰胺。
• Amine‐Directed Palladium‐Catalyzed C−H Halogenation of Phenylalanine Derivatives
  作者：Alexia Ville、Julien Annibaletto、Sébastien Coufourier、Christophe Hoarau、Rodolphe Tamion、Guillaume Journot、Cédric Schneider、Jean‐François Brière

  DOI：10.1002/chem.202102411

  日期：2021.10.7

  efficient primary-amine-directed, palladium-catalyzed C−H halogenation (X=I, Br, Cl) of phenylalanine derivatives is reported on a range of quaternary amino acid (AA) derivatives thanks to suitable conditions employing trifluoroacetic acid as additive. The extension of this original native functionality-directed ortho-selective halogenation was even demonstrated with the more challenging native phenylalanine

  由于采用三氟乙酸作为添加剂的合适条件，在一系列季氨基酸 (AA) 衍生物上报道了苯丙氨酸衍生物的有效伯胺导向、钯催化的 C−H 卤化 (X=I, Br, Cl)。这种原始的天然官能团导向的邻位选择性卤化的扩展甚至用更具挑战性的天然苯丙氨酸作为叔 AA 得到了证明。
• [EN] MINERALOCORTICOID RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DE RÉCEPTEUR DES MINÉRALOCORTICOÏDES
  申请人：MERCK SHARP & DOHME

  公开号：WO2013055606A1

  公开（公告）日：2013-04-18

  The present invention is directed to compounds of the Formula (I) as well as pharmaceutically acceptable salts thereof, that are potentially useful for treating aldosterone-mediated diseases. The invention furthermore relates to processes for preparing compounds of the Formula (I), to their possible use in the treatment of the above mentioned diseases and for preparing pharmaceuticals for this purpose, and to pharmaceutical compositions which comprise compounds of the Formula (I).

  本发明涉及式（I）的化合物及其药学上可接受的盐，这些化合物可能有用于治疗醛固酮介导的疾病。本发明还涉及制备式（I）的化合物的过程，以及它们在治疗上述疾病和制备药物目的中的可能用途，以及包括式（I）的化合物的药物组合物。