Methyl-carbamic acid (S)-2-chloro-1-phenyl-ethyl ester | 913289-34-6

• 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: Methyl-carbamic acid (S)-2-chloro-1-phenyl-ethyl ester
• 英文别名: [(1S)-2-chloro-1-phenylethyl] N-methylcarbamate
• CAS: 913289-34-6
• 化学式: C₁₀H₁₂ClNO₂
• 分子量: 213.664
• InChiKey: PQSHDSGKBAZKHC-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.32
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Methyl-carbamic acid (S)-2-chloro-1-phenyl-ethyl ester 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以83%的产率得到(5S)-3-methyl-5-phenyl-2-oxazolidinone
  参考文献：
  名称：

  Solvent and in situ catalyst preparation impacts upon Noyori reductions of aryl-chloromethyl ketones: application to syntheses of chiral 2-amino-1-aryl-ethanols

  摘要：

  As part of medicinal chemistry efforts we found it necessary to develop general syntheses of highly enantiomerically enriched 1-aryl-2-chloroethanols and 1-aryl-2-methylaminoethanols. A survey of literature methods suggested that a truly general approach had not yet been reported, encouraging us to undertake the development of such a methodology. This study describes the design, development, and reduction to practice of a general synthesis of chiral 1-aryl-2-chloroethanols and the transformation of these entities to highly enantiomerically enriched 1-aryl-2-methylaminoethanols. Of particular importance were observations of the impact of solvent and the method of catalyst preparation on the yield and enantiomerical excess of chlorohydrins prepared via Noyori transfer hydrogenations of aryl-chloromethyl ketones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.017
• 作为产物：
  描述：

  (S)-(+)-2-氯-1-苯乙醇 、 异氰酸甲酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到Methyl-carbamic acid (S)-2-chloro-1-phenyl-ethyl ester
  参考文献：
  名称：

  Solvent and in situ catalyst preparation impacts upon Noyori reductions of aryl-chloromethyl ketones: application to syntheses of chiral 2-amino-1-aryl-ethanols

  摘要：

  As part of medicinal chemistry efforts we found it necessary to develop general syntheses of highly enantiomerically enriched 1-aryl-2-chloroethanols and 1-aryl-2-methylaminoethanols. A survey of literature methods suggested that a truly general approach had not yet been reported, encouraging us to undertake the development of such a methodology. This study describes the design, development, and reduction to practice of a general synthesis of chiral 1-aryl-2-chloroethanols and the transformation of these entities to highly enantiomerically enriched 1-aryl-2-methylaminoethanols. Of particular importance were observations of the impact of solvent and the method of catalyst preparation on the yield and enantiomerical excess of chlorohydrins prepared via Noyori transfer hydrogenations of aryl-chloromethyl ketones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.017

文献信息

• [EN] TRIAZOLE CARBAMATE PYRIDYL SULFONAMIDES AS LPA RECEPTOR ANTAGONISTS AND USES THEREOF<br/>[FR] PYRIDYLSULFONAMIDES DE CARBAMATE DE TRIAZOLE UTILISÉES EN TANT QU'ANTAGONISTES DU RÉCEPTEUR DE LPA ET LEURS UTILISATIONS
  申请人：GILEAD SCIENCES INC

  公开号：WO2021097039A1

  公开（公告）日：2021-05-20

  The present disclosure relates generally to compounds of Formula (I) that bind to Lysophosphatidic Acid Receptor 1 (LPAR1) and act as antagonists of LPAR1. The disclosure further relates to the use of the compounds for the preparation of a medicament for the treatment of diseases and/or conditions through binding of LPAR1, including fibrosis and liver diseases such as non-alcoholic steatohepatitis (NASH).

  本公开涉及通常与结合到溶酶磷脂酸受体1（LPAR1）并作为LPAR1拮抗剂的化合物的公式（I）有关。本公开进一步涉及利用这些化合物制备药物治疗通过结合LPAR1引起的疾病和/或病况，包括纤维化和肝病，如非酒精性脂肪性肝炎（NASH）。