3-[(3S)-2-methyl-4-oxopentan-3-yl]-1,3-thiazolidine-2,4-dione | 870854-57-2

• 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: 3-[(3S)-2-methyl-4-oxopentan-3-yl]-1,3-thiazolidine-2,4-dione
• CAS: 870854-57-2
• 化学式: C₉H₁₃NO₃S
• 分子量: 215.273
• InChiKey: CERYVJIDPBBETN-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  79.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(3S)-2-methyl-4-oxopentan-3-yl]-1,3-thiazolidine-2,4-dione 在 sodium tetrahydroborate 、 L-Selectride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (4S,5S)-4-isopropyl-5-methyl oxazolidinone
  参考文献：
  名称：

  Synthesis of N-substituted 2,4-thiazolidinediones from oxazolidinethiones

  摘要：

  A novel reaction has been found between oxazolidinethione and bromoacetyl bromide to afford N-substituted 2,4-thiazolidinediones through an intramolecular nucleophilic substitution reaction. Interestingly a step of elimination was carried out in trisubstituted oxazolidinethiones forming a double bond. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.116
• 作为产物：
  描述：

  (4S)-4-异丙基-5,5-二甲基-1,3-恶唑烷-2-硫酮 在 四氧化锇 sodium periodate 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 3-[(3S)-2-methyl-4-oxopentan-3-yl]-1,3-thiazolidine-2,4-dione
  参考文献：
  名称：

  Synthesis of N-substituted 2,4-thiazolidinediones from oxazolidinethiones

  摘要：

  A novel reaction has been found between oxazolidinethione and bromoacetyl bromide to afford N-substituted 2,4-thiazolidinediones through an intramolecular nucleophilic substitution reaction. Interestingly a step of elimination was carried out in trisubstituted oxazolidinethiones forming a double bond. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.116

文献信息

• Synthesis of N-substituted 2,4-thiazolidinediones from oxazolidinethiones
  作者：Guadalupe Mendoza、Hector Hernández、Leticia Quintero、Martha Sosa-Rivadeneyra、Sylvain Bernès、Estibaliz Sansinenea、Aurelio Ortiz

  DOI：10.1016/j.tetlet.2005.09.116

  日期：2005.11

  A novel reaction has been found between oxazolidinethione and bromoacetyl bromide to afford N-substituted 2,4-thiazolidinediones through an intramolecular nucleophilic substitution reaction. Interestingly a step of elimination was carried out in trisubstituted oxazolidinethiones forming a double bond. (c) 2005 Elsevier Ltd. All rights reserved.