(S)-4-fluoroleucine methyl ester | 1312025-31-2

• 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: (S)-4-fluoroleucine methyl ester
• 英文别名: gamma-Fluoroleucine methyl ester；methyl (2S)-2-amino-4-fluoro-4-methylpentanoate
• CAS: 1312025-31-2
• 化学式: C₇H₁₄FNO₂
• 分子量: 163.192
• InChiKey: YROFKKSQHHOION-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4'-溴-2,2,2-三氟苯乙酮 、 (S)-4-fluoroleucine methyl ester 在 甲醇 、 potassium carbonate 作用下， 生成
  参考文献：
  名称：

  Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease

  摘要：

  Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease is described. The identified inhibitors bearing an amino nitrile warhead in P1 exhibit low nanomolar in vitro potency against cruzipain. Further SAR in P2 portion led to the identification of compounds, such as 26, that have a unique selectivity profile against other cysteine proteases and offering new opportunities for safer treatment of Chagas disease. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.015

文献信息

• [EN] DIBENZOFURAN DERIVATIVE CATHEPSIN K INHIBITOR, PREPARATION METHOD THEREFOR AND MEDICAL USE THEREOF<br/>[FR] INHIBITEUR DE LA CATHEPSINE K DÉRIVÉ DU DIBENZOFURANE, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION MÉDICALE<br/>[ZH] 一种二苯并呋喃类衍生物组织蛋白酶K抑制剂及其制备方法和医药用途
  申请人：SHENZHEN SALUBRIS PHARM CO LTD

  公开号：WO2021147882A1

  公开（公告）日：2021-07-29

  提供了一系列的组织蛋白酶K的抑制剂，尤其提供了一种二苯并呋喃衍生物组织蛋白酶K的抑制剂，属于化学药物技术领域。还涉及包含这些化合物的药物组合物以及使用该化合物治疗骨关节炎等疾病的药物中的用途。
• [EN] PHOTOCHEMICAL PROCESS FOR THE FLUORINATION OF AN ORGANIC COMPOUND HAVING AN UNACTIVATED SP3 C-H BOND<br/>[FR] PROCÉDÉ PHOTOCHIMIQUE DE FLUORATION D'UN COMPOSÉ ORGANIQUE PRÉSENTANT UNE LIAISON C-H SP3 NON ACTIVÉE
  申请人：ALECTOS THERAPEUTICS INC

  公开号：WO2015000076A9

  公开（公告）日：2015-08-06
• [EN] PHOTOCHEMICAL PROCESS FOR THE FLUORTNATION OF AN ORGANIC COMPOUND HAVING AN UNACTIVATED SP3 C-H BOND<br/>[FR] PROCÉDÉ PHOTOCHIMIQUE DE FLUORATION D'UN COMPOSÉ ORGANIQUE PRÉSENTANT UNE LIAISON C-H SP3 NON ACTIVÉE
  申请人：ALECTOS THERAPEUTICS INC

  公开号：WO2015000076A1

  公开（公告）日：2015-01-08

  The application provides a photochemical process for the chemoselective fluorination of an organic compound by combining a carbon-containing compound having an unactivated sp3 C-H bond with a reagent system comprised of a fluorinating agent, and a photocatalyst, in the presence of a light source. Provided as fluorinating agent is N-fluorobenzenesulfonimide (NFSI) or 1-chloromethy1-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor™), as photocatalyst is tetrabutylammonium decatungstate (TBADT), and as light source is a 365 nm UV lamp. The reactions conditions result in the C-H bond being replaced by a C-F bond, to provide a fluorinated carbon-containing compound.
• Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease
  作者：Christian Beaulieu、Elise Isabel、Angélique Fortier、Frédéric Massé、Christophe Mellon、Nathalie Méthot、Momar Ndao、Deborah Nicoll-Griffith、Doris Lee、Hyeram Park、W. Cameron Black

  DOI：10.1016/j.bmcl.2010.10.015

  日期：2010.12

  Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease is described. The identified inhibitors bearing an amino nitrile warhead in P1 exhibit low nanomolar in vitro potency against cruzipain. Further SAR in P2 portion led to the identification of compounds, such as 26, that have a unique selectivity profile against other cysteine proteases and offering new opportunities for safer treatment of Chagas disease. (C) 2010 Elsevier Ltd. All rights reserved.