(S)-4[(tert-butoxycarbonyl)amino]-1,2-oxathialane 2-oxide | 82508-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧硫杂环戊烷
• 英文名称: (S)-4[(tert-butoxycarbonyl)amino]-1,2-oxathialane 2-oxide
• 英文别名: tert-butyl N-[(2R,4S)-2-oxooxathiolan-4-yl]carbamate
• CAS: 82508-97-2
• 化学式: C₈H₁₅NO₄S
• 分子量: 221.277
• InChiKey: SWQRSKOVULLJEE-DXRPGJJCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  83.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-4[(tert-butoxycarbonyl)amino]-1,2-oxathialane 2-oxide 、 二甲基硫 在 正丁基锂 、 四甲基乙二胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以52%的产率得到[(S)-1-Hydroxymethyl-2-((R)-methylsulfanylmethanesulfinyl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological activity of S-oxo-[(methylthio)-methyl]cysteinols

  摘要：

  A convenient route was developed to synthesize S-oxo-[(methylthio)-methyl]cysteitiols on a large scale from cheap L-serine as the starting material. The structures of diastereoisomers were determined by NMR, CD spectra, and X-ray diffraction analysis. All four diastereoisomers were examined for their ability to inhibit certain bacteria from growing. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.089
• 作为产物：
  描述：

  ((S)-1-Hydroxymethyl-2-iodo-ethyl)-carbamic acid tert-butyl ester 在 吡啶 、 N-羟基丁二酰亚胺 、 N-氯代丁二酰亚胺 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 生成 (S)-4[(tert-butoxycarbonyl)amino]-1,2-oxathialane 2-oxide
  参考文献：
  名称：

  Synthesis and biological activity of S-oxo-[(methylthio)-methyl]cysteinols

  摘要：

  A convenient route was developed to synthesize S-oxo-[(methylthio)-methyl]cysteitiols on a large scale from cheap L-serine as the starting material. The structures of diastereoisomers were determined by NMR, CD spectra, and X-ray diffraction analysis. All four diastereoisomers were examined for their ability to inhibit certain bacteria from growing. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.089

文献信息

• Synthesis and biological activity of S-oxo-[(methylthio)-methyl]cysteinols
  作者：Zhen Xi、Xiao-Feng Cheng、Wen-Bin Chen、Li-Qiang Cao

  DOI：10.1016/j.tetlet.2006.03.089

  日期：2006.5

  A convenient route was developed to synthesize S-oxo-[(methylthio)-methyl]cysteitiols on a large scale from cheap L-serine as the starting material. The structures of diastereoisomers were determined by NMR, CD spectra, and X-ray diffraction analysis. All four diastereoisomers were examined for their ability to inhibit certain bacteria from growing. (c) 2006 Elsevier Ltd. All rights reserved.