tert-butyl (2S)-2-(tert-butylsulfanylmethyl)pyrrolidine-1-carboxylate | 171001-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl (2S)-2-(tert-butylsulfanylmethyl)pyrrolidine-1-carboxylate
• CAS: 171001-97-1
• 化学式: C₁₄H₂₇NO₂S
• 分子量: 273.44
• InChiKey: UNFNTORETWXUDL-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-2-(tert-butylsulfanylmethyl)pyrrolidine-1-carboxylate 在 三氟乙酸 作用下， 以83%的产率得到(S)-tert-butyl 2-pyrrolidinylmethyl sulfide
  参考文献：
  名称：

  Synthesis of chiral β-amino sulfides and β-amino thiols from α-amino acids

  摘要：

  Bifurcated routes to two series of chiral secondary beta-amino sulfides 5a - c and 11a - c have been developed from L-proIine and (S)-phenylglycine, respectively. The developed methodology has also led to the synthesis of the tertiary beta-amino thiol 7 and the primary beta-amino sulfide 1 2 from L-proline and (S)-phenylglycine, respectively.

  DOI：

  10.1016/0957-4166(95)00197-w
• 作为产物：
  描述：

  Boc-L-脯氨酸甲酯 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 tert-butyl (2S)-2-(tert-butylsulfanylmethyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of chiral β-amino sulfides and β-amino thiols from α-amino acids

  摘要：

  Bifurcated routes to two series of chiral secondary beta-amino sulfides 5a - c and 11a - c have been developed from L-proIine and (S)-phenylglycine, respectively. The developed methodology has also led to the synthesis of the tertiary beta-amino thiol 7 and the primary beta-amino sulfide 1 2 from L-proline and (S)-phenylglycine, respectively.

  DOI：

  10.1016/0957-4166(95)00197-w

文献信息

• Synthesis of chiral β-amino sulfides and β-amino thiols from α-amino acids
  作者：Graeme A. Cran、Colin L. Gibson、Sheetal Handa

  DOI：10.1016/0957-4166(95)00197-w

  日期：1995.7

  Bifurcated routes to two series of chiral secondary beta-amino sulfides 5a - c and 11a - c have been developed from L-proIine and (S)-phenylglycine, respectively. The developed methodology has also led to the synthesis of the tertiary beta-amino thiol 7 and the primary beta-amino sulfide 1 2 from L-proline and (S)-phenylglycine, respectively.