(S)-3-methyl-5-(trityloxymethyl)oxazolidin-2-one | 637343-84-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (S)-3-methyl-5-(trityloxymethyl)oxazolidin-2-one
• 英文别名: (5S)-3-methyl-5-(trityloxymethyl)-1,3-oxazolidin-2-one
• CAS: 637343-84-1
• 化学式: C₂₄H₂₃NO₃
• 分子量: 373.452
• InChiKey: YANDGAHLGKCUBD-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-methyl-5-(trityloxymethyl)oxazolidin-2-one 在 三氟乙酸 作用下， 以 吡啶 为溶剂， 生成 (R)-5-{[Benzyl-(4-bromo-benzyl)-amino]-methyl}-3-methyl-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis and antibacterial activities of chiral 1,3-oxazinan-2-one derivatives

  摘要：

  We report here the design, synthesis, and antibacterial activities of novel classes of compounds containing chiral 1,3-oxazinan-2-ones and oxazolidinones as the basic Core Structures. These compounds are tertiary amines containing the core structures and two aryl substituents. Several of these molecules exhibit potent antibacterial activities against the tested Gram-positive bacteria, including Staphylococcus aureus, Enterococcus faecalis, and Bacillus subtilis. These compounds represent new structure scaffolds and can be further optimized to give new antibacterial agents with structures significantly different from those of existing classes of antibiotics. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.072
• 作为产物：
  描述：

  (5S)-5-(triphenylmethyloxymethyl)oxazolidin-2-one 、 碘甲烷 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以88%的产率得到(S)-3-methyl-5-(trityloxymethyl)oxazolidin-2-one
  参考文献：
  名称：

  手性2-恶唑烷酮，2-恶唑啉及其类似物的合成

  摘要：

  由相应的氨基醇合成具有手性的五元环2-恶唑烷酮和六元环1,3-恶二酮-2-酮，并完全反转或保留立体化学。手性5-取代的2-恶唑啉和6-取代的2-恶嗪也从与立体化学的反转相同的原料合成，通过分子内小号Ñ 2反应。这些化合物是有机合成中有用的中间体，是许多药物化合物的重要组成部分。

  DOI：

  10.1016/j.tet.2007.07.044

文献信息

• Process for the preparation of oxazolidinones and method of use thereof
  申请人：Hollingsworth I. Rawle

  公开号：US20070265451A1

  公开（公告）日：2007-11-15

  A process for preparing N-(substituted)-C-(substituted methyl)-oxazolidinones, C-(substituted methyl)-oxazolidinones, and N-(substituted)-C-(substituted methyl)-oxazolidinones, preferably chiral, from optically active C-(protected oxymethyl)-oxazolidinones is described. The process can be used to produce combinatorial libraries of the above substituted oxazolidinones in a two or three step reaction comprising a plurality of reagents differing in numbers of carbons or particular substituted oxazolidinones. A number of substituted oxazolidinones produced using the above process have been discovered to have antimicrobial activity.

  本文介绍了一种从光学活性的C-（保护的氧甲基）-噁唑烷酮制备N-（取代）-C-（取代甲基）-噁唑烷酮、C-（取代甲基）-噁唑烷酮和N-（取代）-C-（取代甲基）-噁唑烷酮的方法，其中优选手性化合物。该方法可用于在包含多种碳数或特定取代噁唑烷酮的多种试剂的两步或三步反应中产生上述取代噁唑烷酮的组合库。使用上述方法生产的许多取代噁唑烷酮已被发现具有抗微生物活性。
• PROCESS FOR THE PREPARATION OF OXAZOLIDINONES AND METHOD OF USE THEREOF
  申请人：Hollingsworth Rawle I.

  公开号：US20080146458A1

  公开（公告）日：2008-06-19

  Substituted oxazolidinone of the formula: wherein R 2 is alkyl selected from the group consisting of methyl, ethyl, and isopropyl moieties, are described. The compounds are antibacterial.

  描述了以下化学式的氧杂环丙酮类替代物：其中R2是选择自甲基，乙基和异丙基基团的烷基。这些化合物具有抗菌作用。
• US7390825B1
  申请人：——

  公开号：US7390825B1

  公开（公告）日：2008-06-24
• Synthesis and antibacterial activities of chiral 1,3-oxazinan-2-one derivatives
  作者：Guijun Wang、Jean-Rene Ella-Menye、Vibha Sharma

  DOI：10.1016/j.bmcl.2006.01.072

  日期：2006.4

  We report here the design, synthesis, and antibacterial activities of novel classes of compounds containing chiral 1,3-oxazinan-2-ones and oxazolidinones as the basic Core Structures. These compounds are tertiary amines containing the core structures and two aryl substituents. Several of these molecules exhibit potent antibacterial activities against the tested Gram-positive bacteria, including Staphylococcus aureus, Enterococcus faecalis, and Bacillus subtilis. These compounds represent new structure scaffolds and can be further optimized to give new antibacterial agents with structures significantly different from those of existing classes of antibiotics. (C) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of chiral 2-oxazolidinones, 2-oxazolines, and their analogs
  作者：Jean-Rene Ella-Menye、Guijun Wang

  DOI：10.1016/j.tet.2007.07.044

  日期：2007.10

  Chiral five-membered ring 2-oxazolidinones and six-membered ring 1,3-oxazinan-2-ones are synthesized from the corresponding amino alcohols with complete inversion or retention of stereochemistry. Chiral 5-substituted 2-oxazolines and 6-substituted 2-oxazines are also synthesized from the same starting materials with inversion of stereochemistry through an intramolecular SN2 reaction. These compounds

  由相应的氨基醇合成具有手性的五元环2-恶唑烷酮和六元环1,3-恶二酮-2-酮，并完全反转或保留立体化学。手性5-取代的2-恶唑啉和6-取代的2-恶嗪也从与立体化学的反转相同的原料合成，通过分子内小号Ñ 2反应。这些化合物是有机合成中有用的中间体，是许多药物化合物的重要组成部分。