ethyl (RS)-4-((tert-butoxycarbonyl)amino)-5-phenylpentanoate | 1190441-60-1

• 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: ethyl (RS)-4-((tert-butoxycarbonyl)amino)-5-phenylpentanoate
• 英文别名: 4-tert-Butoxycarbonylamino-5-phenyl-pentanoic acid ethyl ester；ethyl 4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-phenylpentanoate
• CAS: 1190441-60-1
• 化学式: C₁₈H₂₇NO₄
• 分子量: 321.417
• InChiKey: VTNMBJFMLIWRJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (RS)-4-((tert-butoxycarbonyl)amino)-5-phenylpentanoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 Ethyl 4-amino-5-phenylpentanoate
  参考文献：
  名称：

  Consequence of Hapten Stereochemistry: An Efficacious Methamphetamine Vaccine

  摘要：

  Recent trends in methamphetamine (METH) misuse and overdose suggest society is inadvertently overlooking a brewing METH crisis. In the past decade, psychostimulant-related lethal overdoses and hospitalizations have skyrocketed 127 and 245%, respectively. Unlike the opioid crisis, no pharmaceutical interventions are available for treating METH use disorder or reversing overdose. Herein, we report the first active vaccine that offers protection from lethal (+)-METH challenge in male Swiss Webster mice. This vaccine formulation of (S)MLMH-TT adjuvanted with CpG ODN 1826 + alum successfully raised anti-METH antibodies in high titers, reduced (+)-METH distribution to the brain, and lowered (+)-METH-associated stereotypies in a hyperlocomotion assay. A comparison of enantiomeric haptens and the racemate elucidated the importance of employing (S)-stereochemistry in METH hapten design for optimal protection.

  DOI：

  10.1021/jacs.9b07294
• 作为产物：
  描述：

  4Tert-butoxycarbonylamino-5-phenyl-pent-2-enoic acid ethyl ester 在 钯 作用下， 以to give 4-tert-Butoxycarbonylamino-5-phenyl-pentanoic acid ethyl ester (10) (2.10 g, 6.53 mmol)的产率得到ethyl (RS)-4-((tert-butoxycarbonyl)amino)-5-phenylpentanoate
  参考文献：
  名称：

  Nk-2 antagonist basic linear compounds and formulations containing them

  摘要：

  本发明描述了具有公式(I)的化合物，其具有线性结构基本性质，可用作NK-2拮抗剂；还描述了含有所述化合物的药物组合物以及其制备过程。

  公开号：

  US20060223814A1

文献信息

• Inter- and Intramolecular Addition Reactions of Electron-Deficient Alkenes with Alkyl Radicals, Generated by SET-Photochemical Decarboxylation of Carboxylic Acids, Serve as a Mild and Efficient Method for the Preparation of γ-Amino Acids and Macrocyclic Lactones
  作者：Yasuharu Yoshimi、Miho Masuda、Tomoyuki Mizunashi、Keisuke Nishikawa、Kousuke Maeda、Nobumasa Koshida、Tatsuya Itou、Toshio Morita、Minoru Hatanaka

  DOI：10.1021/ol9019277

  日期：2009.10.15

  Inter- and intramolecular additions of alkyl radicals, generated by SET photochemical decarboxylation reactions of free carboxylic acids, to electron-deficient alkenes take place under mild conditions as part of efficient routes for the formation of N-Boc γ-amino acids and macrocyclic lactones.

  由游离羧酸的SET光化学脱羧反应产生的烷基自由基的分子间和分子内加成反应是在温和条件下进行的，作为形成N -Bocγ-氨基酸和大环内酯的有效途径的一部分。
• [EN] NK-2 ANTAGONIST BASIC LINEAR COMPOUNDS AND FORMULATIONS CONTAINING THEM<br/>[FR] COMPOSES LINEAIRES DE BASE D'ANTAGONISTES DE NK-2 ET FORMULATIONS LES CONTENANT
  申请人：MENARINI RICERCHE SPA

  公开号：WO2004094412A1

  公开（公告）日：2004-11-04

  The present invention describes compounds with formula (I) having linear structure basic properties useful as NK-2 antagonists; pharmaceutical compositions containing said compounds are also described and processes for their preparation.

  本发明描述了具有公式（I）的化合物，具有线性结构基本性质，可用作NK-2拮抗剂；还描述了含有这些化合物的药物组合物以及它们的制备过程。
• NK-2 ANTAGONIST BASIC LINEAR COMPOUNDS AND FORMULATIONS CONTAINING THEM
  申请人：Menarini Ricerche S.p.A.

  公开号：EP1620432A1

  公开（公告）日：2006-02-01