Methanesulfonic acid (3S,4R,5R,6R)-5-methanesulfonyloxy-3,6-dimethoxy-thiepan-4-yl ester | 61819-30-5

• 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: Methanesulfonic acid (3S,4R,5R,6R)-5-methanesulfonyloxy-3,6-dimethoxy-thiepan-4-yl ester
• CAS: 61819-30-5
• 化学式: C₁₀H₂₀O₈S₃
• 分子量: 364.462
• InChiKey: VWIPREWLFZTZHT-UTINFBMNSA-N

物化性质

• 沸点：
  568.0±50.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid (3S,4R,5R,6R)-5-methanesulfonyloxy-3,6-dimethoxy-thiepan-4-yl ester 在 palladium on activated charcoal sodium azide 、 氢气 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 120.0 ℃ 、101.33 kPa 条件下， 反应 43.0h， 生成 (-)-(2R,3S,4S)-3-amino-4-methoxy-2-(1'S-methoxy-2'-amino)ethyl-thiolane
  参考文献：
  名称：

  Synthesis and biological activity of the (−)-(2R,3S,4S)-3-azido-4-methoxy-2-(1′S-methoxy-2′-azido)ethyl-thiolane

  摘要：

  A stereospecific ring contraction reaction, promoted by NaN3, was detected starting from a thiepane derivative obtained from D-sorbitol, an inexpensive alcohol sugar. The major polyfunctionalized thiolane derivative obtained was investigated as a potential glycosidase inhibitor. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00071-9
• 作为产物：
  描述：

  1,6-dideoxy-3,4-O-isopropylidene-2,5-di-O-methyl-1,6-thio-D-sorbitol 在 吡啶 、 硫酸 作用下， 生成 Methanesulfonic acid (3S,4R,5R,6R)-5-methanesulfonyloxy-3,6-dimethoxy-thiepan-4-yl ester
  参考文献：
  名称：

  Synthesis and biological activity of the (−)-(2R,3S,4S)-3-azido-4-methoxy-2-(1′S-methoxy-2′-azido)ethyl-thiolane

  摘要：

  A stereospecific ring contraction reaction, promoted by NaN3, was detected starting from a thiepane derivative obtained from D-sorbitol, an inexpensive alcohol sugar. The major polyfunctionalized thiolane derivative obtained was investigated as a potential glycosidase inhibitor. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00071-9