(RS)-ethyl 2-((RS)-tetrahydrofuran-3-yl)-2-(tosylamino)acetate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (RS)-ethyl 2-((RS)-tetrahydrofuran-3-yl)-2-(tosylamino)acetate
• 英文别名: ethyl (2S)-2-[(4-methylphenyl)sulfonylamino]-2-[(3S)-oxolan-3-yl]acetate
• 化学式: C₁₅H₂₁NO₅S
• 分子量: 327.401
• InChiKey: SAWQIDQTACMGLT-OCCSQVGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二氢呋喃 、 ethyl (N-tosylimino)acetate 在 四氯化钛 、 三乙基硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以71%的产率得到(RS)-ethyl 2-((RS)-tetrahydrofuran-3-yl)-2-(tosylamino)acetate
  参考文献：
  名称：

  TiCl₄-Promoted Multicomponent Reaction:  A New Entry to Functionalized α-Amino Acids

  摘要：

  TiCl4-promoted multicomponent reactions involving N-tosyl imino ester, cyclic enol ether, and silane reagents in a single one-pot operation provide functionalized alpha-amino acids with multiple stereogenic centers in good to excellent yields. Cis/trans selectivities with optically active substituted dihydrofurans have been investigated.

  DOI：

  10.1021/ol048302j

文献信息

• SMALL MOLECULE INHIBITORS OF HIV PROTEASES
  申请人：Ghosh Arun K.

  公开号：US20110046199A1

  公开（公告）日：2011-02-24

  Described herein are compounds, compositions, and methods for treating HIV and related diseases.
• TiCl₄-Promoted Multicomponent Reaction:  A New Entry to Functionalized α-Amino Acids
  作者：Arun K. Ghosh、Chun-Xiao Xu、Sarang S. Kulkarni、Donald Wink

  DOI：10.1021/ol048302j

  日期：2005.1.1

  TiCl4-promoted multicomponent reactions involving N-tosyl imino ester, cyclic enol ether, and silane reagents in a single one-pot operation provide functionalized alpha-amino acids with multiple stereogenic centers in good to excellent yields. Cis/trans selectivities with optically active substituted dihydrofurans have been investigated.