(2S,3R,5S)-3-{(tert-butyldimethylsilyl)oxy}-2-[{(tert-butyldimethylsilyl)oxy}methyl]-5-ethylpyrrolidine | 1449498-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2S,3R,5S)-3-{(tert-butyldimethylsilyl)oxy}-2-[{(tert-butyldimethylsilyl)oxy}methyl]-5-ethylpyrrolidine
• CAS: 1449498-76-3
• 化学式: C₁₉H₄₃NO₂Si₂
• 分子量: 373.727
• InChiKey: CRJGYNWNEXKTQG-YESZJQIVSA-N

反应信息

• 作为反应物：
  描述：

  (2S,3R,5S)-3-{(tert-butyldimethylsilyl)oxy}-2-[{(tert-butyldimethylsilyl)oxy}methyl]-5-ethylpyrrolidine 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 以100%的产率得到(2S,3R,5S)-5-ethyl-2-(hydroxymethyl)pyrrolidin-3-ol
  参考文献：
  名称：

  ASYMMETRIC SYNTHESIS OF 1-ALKYL-2-DEOXYIMINOFURANOSES VIA THE IRIDIUM-CATALYZED INTRAMOLECULAR CYCLIZATION OF AN ALLYLIC CARBONATE

  摘要：

  An asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses was achieved in which the Ir-catalyzed intramolecular cyclization was the key step. The diastereoselective cyclization converted an allylic carbonate into pyrrolidine derivatives. The alpha-glucosidase inhibitory activities of the prepared 2-deoxyiminofuranoses were also investigated.

  DOI：

  10.3987/com-12-s(n)99
• 作为产物：
  描述：

  (2S,3R,5R)-3-{(tert-butyldimethylsilyl)oxy}-2-[{(tert-butyldimethylsilyl)oxy}methyl]-5-vinylpyrrolidine 在 platinum(IV) oxide 、 氢气 作用下， 以 甲醇 为溶剂， 以52%的产率得到(2S,3R,5S)-3-{(tert-butyldimethylsilyl)oxy}-2-[{(tert-butyldimethylsilyl)oxy}methyl]-5-ethylpyrrolidine
  参考文献：
  名称：

  ASYMMETRIC SYNTHESIS OF 1-ALKYL-2-DEOXYIMINOFURANOSES VIA THE IRIDIUM-CATALYZED INTRAMOLECULAR CYCLIZATION OF AN ALLYLIC CARBONATE

  摘要：

  An asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses was achieved in which the Ir-catalyzed intramolecular cyclization was the key step. The diastereoselective cyclization converted an allylic carbonate into pyrrolidine derivatives. The alpha-glucosidase inhibitory activities of the prepared 2-deoxyiminofuranoses were also investigated.

  DOI：

  10.3987/com-12-s(n)99