N-4-氯苯甲酰基-L-丙氨酸 | 63013-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-4-氯苯甲酰基-L-丙氨酸
• 英文名称: N-(p-chlorobenzoyl)-L-alanine
• 英文别名: (2S)-2-[(4-chlorobenzoyl)amino]propanoic acid
• CAS: 63013-10-5
• 化学式: C₁₀H₁₀ClNO₃
• 分子量: 227.647
• InChiKey: SSHYAHPMLSAGGG-LURJTMIESA-N

物化性质

• 沸点：
  450.1±30.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 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：
  3

反应信息

• 作为反应物：
  描述：

  N-4-氯苯甲酰基-L-丙氨酸 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N--Ala-O-(Z-TF)-Ser-OCH3
  参考文献：
  名称：

  2.2.2-三氟-1-苄氧基羰基氨基-乙基残基作为肽合成中丝氨酸和苏氨酸羟基的保护基

  摘要：

  2.2.2-三氟-1-苄氧基羰基氨基-乙基非常适合于保护丝氨酸和苏氨酸的羟基。它可以通过使N-酰基氨基酸或N-酰基肽衍生物与2.2.2-三氟-1-氯-N-苄氧基羰基乙胺反应而容易地引入，并可以通过催化氢化或与HBr /冰醋酸重新引入。高频分裂。

  DOI：

  10.1002/cber.19681010323
• 作为产物：
  描述：

  L-丙氨酸 、 4-氯苯甲酰氯 在 sodium hydroxide 作用下， 生成 N-4-氯苯甲酰基-L-丙氨酸
  参考文献：
  名称：

  2.2.2-三氟-1-苄氧基羰基氨基-乙基残基作为肽合成中丝氨酸和苏氨酸羟基的保护基

  摘要：

  2.2.2-三氟-1-苄氧基羰基氨基-乙基非常适合于保护丝氨酸和苏氨酸的羟基。它可以通过使N-酰基氨基酸或N-酰基肽衍生物与2.2.2-三氟-1-氯-N-苄氧基羰基乙胺反应而容易地引入，并可以通过催化氢化或与HBr /冰醋酸重新引入。高频分裂。

  DOI：

  10.1002/cber.19681010323

文献信息

• Optically active valine complex and a method for producing the same
  申请人：Hu Songzhou

  公开号：US09120722B1

  公开（公告）日：2015-09-01

  The present invention discloses an optically active complex of L-valine N-benzoyl-L-alanine, comprising one mole each of L-valine and N-benzoyl-L-alanine. N-benzoyl-L-alanine is found to react selectively with L-valine to form the novel crystalline complex even in the presence of D-valine, other amino acids, and impurities present in synthetic DL-valine and in the crude L-valine from the hydrolysis of protein and fermentation. The optically active L-valine N-benzoyl-L-alanine is used as an intermediate for the optical resolution of DL-valine and for the purification of L-valine.

  本发明揭示了一种L-缬氨酸N-苯甲酰-L-丙氨酸的光学活性络合物，包括一摩尔的L-缬氨酸和N-苯甲酰-L-丙氨酸。N-苯甲酰-L-丙氨酸被发现能够选择性地与L-缬氨酸反应，即使存在D-缬氨酸、其他氨基酸以及合成DL-缬氨酸和蛋白质水解和发酵产生的粗L-缬氨酸中的杂质。光学活性的L-缬氨酸N-苯甲酰-L-丙氨酸可用作DL-缬氨酸的光学分辨和L-缬氨酸的纯化的中间体。
• Carbozamides with antifungal activity
  申请人：J. Uriach & Cia. S.A.

  公开号：US05888941A1

  公开（公告）日：1999-03-30

  Compounds of general formula I and their salts and solvates are antifungal agents and as such are useful in the treatment of various fungal infections. Pharmaceutical compositions including these compounds and processes for their preparation are also provided.

  通式为I的化合物及其盐和溶剂合物是抗真菌剂，因此在治疗各种真菌感染方面非常有用。此外还提供了包括这些化合物的制药组合物和其制备过程。
• Davies, John S.; Hakeem, Essam, Journal of the Chemical Society. Perkin transactions II, 1984, # 8, p. 1387 - 1392
  作者：Davies, John S.、Hakeem, Essam

  DOI：——

  日期：——
• The formation and metabolism of N-hydroxymethyl compounds. Part 8. The oxidative decarboxylation of N-aroylglycines to N-(acetoxymethyl)benzamides and N-formylbenzamides with lead(IV) acetate
  作者：Adrian P. Gledhill、Carol J. McCall、Michael D. Threadgill

  DOI：10.1021/jo00366a024

  日期：1986.8
• New Azole Antifungals. 2. Synthesis and Antifungal Activity of Heterocyclecarboxamide Derivatives of 3-Amino-2-aryl-1-azolyl-2-butanol
  作者：Javier Bartroli、Enric Turmo、Mònica Algueró、Eulàlia Boncompte、Maria L. Vericat、Lourdes Conte、Joaquim Ramis、Manuel Merlos、Julián García-Rafanell、Javier Forn

  DOI：10.1021/jm970726e

  日期：1998.5.1

  A series of 92 azole antifungals containing an amido alcohol unit was synthesized. The nature and substitution of the amide portion was systematically modified in search of improved antifungal activity, especially against filamentous fungi. The compounds were tested in vitro against a variety of clinically important pathogens and in vivo (po) in a murine candidosis model. Thiazole and thiophene carboxamides carrying both a substituted phenyl ring and a small alkyl. group were best suited for activity against filamentous fungi. In a subset of these compounds, the amide portion was conformationally locked by means of a pyrimidone ring and it was proven that only an orthogonal orientation of the phenyl ring yields bioactive products. A tendency to display long plasma elimination half-lives was observed in both series. Two compounds, 74 and 107, representative of the open and cyclic amides, respectively, were chosen for further studies, based on their excellent activity in in vivo murine models of candidosis and aspergillosis. This work describes the SARs found within this series. The next paper displays the results obtained in a related series of compounds, the quinazolinones.