(4-Benzyl-2-oxo-1,3-oxazolidin-5-yl)methyl methanesulfonate | 1236608-47-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4-Benzyl-2-oxo-1,3-oxazolidin-5-yl)methyl methanesulfonate
• 英文别名: [(4S,5R)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]methyl methanesulfonate
• CAS: 1236608-47-1
• 化学式: C₁₂H₁₅NO₅S
• 分子量: 285.321
• InChiKey: PSPSATCVYOJPLH-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-苄基-2,3-环氧正丙基-氨基甲酸叔丁酯 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 26.0h， 生成 (4-Benzyl-2-oxo-1,3-oxazolidin-5-yl)methyl methanesulfonate
  参考文献：
  名称：

  Synthesis and antimalarial activity of thioetherhydroxyethylsulfonamides, potential aspartyl protease inhibitors, Part 3

  摘要：

  A series of novel thioetherhydroxyethylsulfonamide derivatives has been synthesized from the coupling of intermediates 3-amino-4-phenyl-1-thioetherazine-butan-2-oles 6,7 with arenesulfonyl chlorides in good yields. Characterizations of products were achieved by NMR techniques and specifically for compound 8e by X-ray crystallography. Preliminary results of antimalarial activity in vitro against the Plasmodium falciparum W2 clone (chloroquine resistant and mefloquine sensitive) showed moderate activity for hydroxyethylsulfonamide 8f. In addition, none of the compounds tested showed cytotoxicity at high concentration tested against HepG2 and BGM cell lines. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.025

文献信息

• Synthesis and antimalarial activity of thioetherhydroxyethylsulfonamides, potential aspartyl protease inhibitors, Part 3
  作者：Walcimar T. Vellasco Junior、Guilherme P. Guedes、Thatyana R.A. Vasconcelos、Maria G.F. Vaz、Marcus V.N. de Souza、Antoniana U. Krettli、Luisa G. Krettli、Anna Caroline C. Aguiar、Claudia R.B. Gomes、Wilson Cunico

  DOI：10.1016/j.ejmech.2011.09.025

  日期：2011.11

  A series of novel thioetherhydroxyethylsulfonamide derivatives has been synthesized from the coupling of intermediates 3-amino-4-phenyl-1-thioetherazine-butan-2-oles 6,7 with arenesulfonyl chlorides in good yields. Characterizations of products were achieved by NMR techniques and specifically for compound 8e by X-ray crystallography. Preliminary results of antimalarial activity in vitro against the Plasmodium falciparum W2 clone (chloroquine resistant and mefloquine sensitive) showed moderate activity for hydroxyethylsulfonamide 8f. In addition, none of the compounds tested showed cytotoxicity at high concentration tested against HepG2 and BGM cell lines. (C) 2011 Elsevier Masson SAS. All rights reserved.