2β-hydroxy-2α,16β(H)-dihydro-16-cyanonorfluorocurarine | 1373002-20-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 马钱子生物碱
• 英文名称: 2β-hydroxy-2α,16β(H)-dihydro-16-cyanonorfluorocurarine
• CAS: 1373002-20-0
• 化学式: C₁₉H₂₁N₃O
• 分子量: 307.395
• InChiKey: LQEBVQWSRVOMDK-DNWGXBOZSA-N

反应信息

• 作为反应物：
  描述：

  2β-hydroxy-2α,16β(H)-dihydro-16-cyanonorfluorocurarine 在 盐酸 作用下， 以 乙醇 为溶剂， 以1.95 g的产率得到16-cyanonorfluorocurarine hydrochloride
  参考文献：
  名称：

  Syntheses based on norfluorocurarine. 4. Reactions with hydroxylamine

  摘要：

  Transformation products of the alkaloid (–)-norfluorocurarine with hydroxylamine were studied. The oxime of norfluorocurarine was obtained and converted by treatment with EtOH into 2-hydroxy-16-cyano-2,16dihydronorfluorocurarine. The structures of 2-hydroxy-16-cyano-2,16-dihydronorfluorocurarine and 16-cyanonorfluorocurarine hydrochloride were established by XSA and NMR spectroscopy. The absolute structure of 2-hydroxy-16-cyano-2,16-dihydronorfluorocurarine was established and enabled the configurations of the asymmetric centers to be determined as 2R, 3S, 7R, 15S, and 16R.

  DOI：

  10.1007/s10600-012-0165-9
• 作为产物：
  描述：

  (-)-norfluorocurarine hydrochloride 在 hydroxylamine sulfate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 0.33h， 生成 2β-hydroxy-2α,16β(H)-dihydro-16-cyanonorfluorocurarine
  参考文献：
  名称：

  Syntheses based on norfluorocurarine. 4. Reactions with hydroxylamine

  摘要：

  Transformation products of the alkaloid (–)-norfluorocurarine with hydroxylamine were studied. The oxime of norfluorocurarine was obtained and converted by treatment with EtOH into 2-hydroxy-16-cyano-2,16dihydronorfluorocurarine. The structures of 2-hydroxy-16-cyano-2,16-dihydronorfluorocurarine and 16-cyanonorfluorocurarine hydrochloride were established by XSA and NMR spectroscopy. The absolute structure of 2-hydroxy-16-cyano-2,16-dihydronorfluorocurarine was established and enabled the configurations of the asymmetric centers to be determined as 2R, 3S, 7R, 15S, and 16R.

  DOI：

  10.1007/s10600-012-0165-9