(2R,3S)-3-methyl-N-[methylsulfonyl]-2-amino-4-pentenol | 1117877-82-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (2R,3S)-3-methyl-N-[methylsulfonyl]-2-amino-4-pentenol
• CAS: 1117877-82-3
• 化学式: C₇H₁₅NO₃S
• 分子量: 193.267
• InChiKey: CDLSDIAEWRFXQD-BQBZGAKWSA-N

反应信息

• 作为反应物：
  描述：

  (2R,3S)-3-methyl-N-[methylsulfonyl]-2-amino-4-pentenol 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到(2R)-2-[(1S)-1-methyl-2-propenyl]-N-[methylsulfonyl]aziridine
  参考文献：
  名称：

  Substitution effects in intramolecular aziridine–allylsilane cyclizations

  摘要：

  We report here the synthesis of an aziridine tethered to a substituted allylsilane via a substituted tether. These tether-substituted aziridine-allylsilanes cyclize differently upon treatment with BF3.OEt2 than tether-unsubstituted aziridine-allylsilanes and provide a 6-endo-type product. We show that steric interactions between the N-substituent of the aziridine and substitution on the tether can control the product distribution. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.043
• 作为产物：
  描述：

  methyl (2R,3S)-3-methyl-N-[methylsulfonyl]-2-aminopent-4-enoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到(2R,3S)-3-methyl-N-[methylsulfonyl]-2-amino-4-pentenol
  参考文献：
  名称：

  Substitution effects in intramolecular aziridine–allylsilane cyclizations

  摘要：

  We report here the synthesis of an aziridine tethered to a substituted allylsilane via a substituted tether. These tether-substituted aziridine-allylsilanes cyclize differently upon treatment with BF3.OEt2 than tether-unsubstituted aziridine-allylsilanes and provide a 6-endo-type product. We show that steric interactions between the N-substituent of the aziridine and substitution on the tether can control the product distribution. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.043