N-[(4-methylphenyl)sulfonyl] D-glutamic acid | 34605-45-3

• 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-[(4-methylphenyl)sulfonyl] D-glutamic acid
• 英文别名: N-(toluene-4-sulfonyl)-D-glutamic acid；N-(Toluol-4-sulfonyl)-D-glutaminsaeure；(-)-N-[(4-methylphenyl)sulfonyl]-D-glutamic acid；pTos-Glu-OH；(2R)-2-[(4-methylphenyl)sulfonylamino]pentanedioic acid
• CAS: 34605-45-3
• 化学式: C₁₂H₁₅NO₆S
• 分子量: 301.32
• InChiKey: KKOZKXBAPIYWAT-SNVBAGLBSA-N

物化性质

• 熔点：
  142-145 °C
• 沸点：
  534.2±60.0 °C(Predicted)
• 密度：
  1.421±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[(4-methylphenyl)sulfonyl] D-glutamic acid 在 N,N'-二异丙基碳二亚胺 作用下， 以 乙腈 为溶剂， 生成 5-氧代-1-[(对甲苯基)磺酰基]-L-脯氨酸
  参考文献：
  名称：

  [EN] USE OF ENANTIOPURE N-SULPHONYL PYROGLUTAMIC ACID AS RESOLVING AGENT
  [FR] UTILISATION D'UN COMPOSÉ ÉNANTIOPUR

  摘要：

  使用对映纯的N-磺酰基吡咯烷酸作为分离对映体的晶体化或沉淀的分离剂。

  公开号：

  WO2009080708A1
• 作为产物：
  描述：

  5-氧代-1-(甲苯-4-磺酰基)-D-脯氨酸 在 sodium hydroxide 作用下， 生成 N-[(4-methylphenyl)sulfonyl] D-glutamic acid
  参考文献：
  名称：

  Rudinger; Czurbova, Collection of Czechoslovak Chemical Communications, 1954, vol. 19, p. 386,390

  摘要：

  DOI：

文献信息

• [EN] PROCESS FOR PREPARING OPTICALLY ACTIVE CETIRIZINE OR ITS SALT<br/>[FR] PROCEDE DE PREPARATION DE CETIRIZINE OPTIQUEMENT ACTIVE OU DE SON SEL
  申请人：HANLIM PHARMACEUTICAL CO LTD

  公开号：WO2005073207A1

  公开（公告）日：2005-08-11

  Provided are a process for preparing optically active cetirizine or its salt from racemic cetirizine or its salt using glutamate of 2-[2-[4-[(4-chlorphenyl)phenylmethyl]-1-piperazinyl] ethoxy]acetic ester and the glutamate of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl] ethoxy]acetic ester useful as an intermediate for the preparation of the optically active cetirizine or its salt.

  提供了一种从左旋西替利嗪或其盐制备光学活性西替利嗪或其盐的方法，使用2-[2-[4-[(4-氯苯基)苯甲基]-1-哌嗪基]乙氧基]乙酸酯的谷氨酸盐和2-[2-[4-[(4-氯苯基)苯甲基]-1-哌嗪基]乙氧基]乙酸酯的谷氨酸盐，作为制备光学活性西替利嗪或其盐的中间体。
• SYNTHESIS OF LEVOMETHADONE HYDROCHLORIDE OR DEXTROMETHADONE HYDROCHLORIDE AND METHODS FOR USE THEREOF
  申请人：Cody Laboratories, Inc.

  公开号：US20190002394A1

  公开（公告）日：2019-01-03

  Highly efficient methods for synthesis of levomethadone hydrochloride or dextromethadone hydrochloride are provided starting from D-alanine, or L-alanine, respectively, with retention of configuration. Methods for treating a subject are provided comprising administering a composition comprising an effective amount of levomethadone hydrochloride having not more than 10 ppm dextromethadone.

  提供了高效的方法，从D-丙氨酸或L-丙氨酸开始合成左甲烷麻黄定盐酸盐或右甲烷麻黄定盐酸盐，保持构型。提供了治疗主体的方法，包括给予含有效量左甲烷麻黄定盐酸盐的组合物，其中右甲烷麻黄定盐酸盐的含量不超过10 ppm。
• Novel quinolinecarboxylic acid derivatives, use thereof, antibacterial agent containing the same, process for preparing said compounds and intermediate compound
  申请人：KANEBO LTD.

  公开号：EP0472826A2

  公开（公告）日：1992-03-04

  Novel quinolinecarboxylic acid derivatives of the formula: wherein Z is in which R¹ is hydrogen atom, a halogen atom, hydroxy or a lower alkyloxy; R² is a halogen atom, hydroxy or a lower alkyloxy; R³ is a lower alkyl; and R⁴ is hydroxy or a di(lower alkyl)amino, and a pharmaceutically acceptable salt thereof, which have excellent antibacterial activities and are useful as an antibacterial agent, a pharmaceutical composition containing the same, and process for preparing the same. This invention relates also to the intermediate compound used for preparing the novel quinolinecarboxylic acid derivative.

  式中的新型喹啉羧酸衍生物： 其中 Z 是 其中 R¹ 是氢原子、卤素原子、羟基或低级烷氧基；R² 是卤素原子、羟基或低级烷氧基；R³ 是低级烷基；R⁴ 是羟基或二(低级烷基)氨基，及其药学上可接受的盐；这些衍生物具有优异的抗菌活性，可用作抗菌剂，含有这些衍生物的药物组合物，以及制备这些衍生物的工艺。本发明还涉及用于制备新型喹啉羧酸衍生物的中间体化合物。
• Novel Naphthalene-<i>N</i>-sulfonyl-<scp>d</scp>-glutamic Acid Derivatives as Inhibitors of MurD, a Key Peptidoglycan Biosynthesis Enzyme,
  作者：Jan Humljan、Miha Kotnik、Carlos Contreras-Martel、Didier Blanot、Uroš Urleb、Andréa Dessen、Tom Šolmajer、Stanislav Gobec

  DOI：10.1021/jm800762u

  日期：2008.12.11

  Mur ligases have essential roles in the biosynthesis of peptidoglycan, and they represent attractive targets for the design of novel antibacterials. MurD (UDP-N-acetylmuramoyl-L-alanine:D-glutamate ligase) is the second enzyme in the series of Mur ligases, and it catalyzes the addition of D-glutamic acid (D-Glu) to the cytoplasmic intermediate UDP-N-acetylmuramoyl-L-alanine (UMA). Because of the high binding affinity of D-Glu toward MurD, we synthesized and biochemically evaluated a series of N-substituted D-Glu derivatives as potential inhibitors of MurD from E. coli, which allowed us to explore the structure-activity relationships.The substituted naphthalene-N-sulfonyl-D-Glu inhibitors, which were synthesized as potential transition state analogues, displayed IC50 values ranging from 80 to 600 microM. In addition, the high-resolution crystal structures of MurD in complex with four novel inhibitors revealed details of the binding mode of the inhibitors within the active site of MurD. Structure-activity relationships and cocrystal structures constitute an excellent starting point for further development of novel MurD inhibitors of this structural class.
• Morie Toshiya, Kato Shiro, Harada Hiroshi, Yoshida Naoyuki, Matsumoto Jun+, Chem. and Pharm. Bull, 42 (1994) N 4, S 877-882
  作者：Morie Toshiya, Kato Shiro, Harada Hiroshi, Yoshida Naoyuki, Matsumoto Jun+

  DOI：——

  日期：——