(3aR,7aR)-2-(1,5-Dimethyl-1-vinyl-hex-4-enyloxy)-1,3-dimethyl-octahydro-benzo[1,3,2]diazaphosphole 2-sulfide | 138124-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: (3aR,7aR)-2-(1,5-Dimethyl-1-vinyl-hex-4-enyloxy)-1,3-dimethyl-octahydro-benzo[1,3,2]diazaphosphole 2-sulfide
• 英文别名: (3aR,7aR)-2-(3,7-dimethylocta-1,6-dien-3-yloxy)-1,3-dimethyl-2-sulfanylidene-3a,4,5,6,7,7a-hexahydrobenzo[d][1,3,2]diazaphosphole
• CAS: 138124-53-5
• 化学式: C₁₈H₃₃N₂OPS
• 分子量: 356.513
• InChiKey: JACRPSYUKYFKKJ-OWZOALSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  15.71
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (3aR,7aR)-2-(1,5-Dimethyl-1-vinyl-hex-4-enyloxy)-1,3-dimethyl-octahydro-benzo[1,3,2]diazaphosphole 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 乙醚 为溶剂， 生成 (3aR,7aR)-2-(1,5-Dimethyl-1-vinyl-hex-4-enyloxy)-1,3-dimethyl-octahydro-benzo[1,3,2]diazaphosphole 2-sulfide
  参考文献：
  名称：

  通过31 P NMR非常简单有效地测定醇的对映体纯度的新试剂

  摘要：

  描述了一种用于测定手性醇对映体过量的新试剂。该衍生剂可以通过31 P NMR进行准确的分析。成功地测试了各种伯醇，仲醇和叔醇，无论它们是否官能化。试剂7易于制备，可与手性醇在室温下单独反应，最终直接在NMR管中进行反应。

  DOI：

  10.1016/s0957-4166(00)86347-8

文献信息

• A new reagent for the determination of the optical purity of primary, secondary, and tertiary chiral alcohols and of thiols
  作者：Alexandre Alexakis、Stephane Mutti、Pierre Mangeney

  DOI：10.1021/jo00030a034

  日期：1992.2

  A new reagent is described for the determination of the enantiomeric excess of chiral alcohols. This derivatizing agent (22) is a diazaphospholidine, easily prepared from hexamethylphosphorous triamide (HMPT) and a chiral diamine having a C2 axis of symmetry: (R,R)-N,N'-dimethylcyclohexane-1,2-diamine. A large array of primary, secondary, and tertiary alcohols, functionalized or not, as well as thiols were successfully tested. The derivatization is fast at room temperature, proceeds without kinetic discrimination, does not need any added cosolvent or coreagent, and may be run directly in an NMR tube. This new reagent allows an accurate analysis by P-31 NMR spectroscopy, and after conversion of the trivalent phosphorus derivative to the corresponding P-sulfide in the NMR tube, a new P-31 NMR spectrum may be recorded. In addition, most of the P-sulfide derivatives when submitted to GC or HPLC analyses exhibit base line separation.