(+)-(3R,4R,5R,6R)-3,6-diazido-4,5-O-isopropylidenethiepane | 460742-33-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+)-(3R,4R,5R,6R)-3,6-diazido-4,5-O-isopropylidenethiepane
• 英文别名: (3aR,4R,8R,8aR)-4,8-diazido-2,2-dimethyl-3a,4,5,7,8,8a-hexahydrothiepino[4,5-d][1,3]dioxole
• CAS: 460742-33-0
• 化学式: C₉H₁₄N₆O₂S
• 分子量: 270.315
• InChiKey: ZVUGHQUCJSEQBA-RULNZFCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  72.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (+)-(3R,4R,5R,6R)-3,6-diazido-4,5-O-isopropylidenethiepane 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、50.66 kPa 条件下， 反应 24.0h， 以96%的产率得到(+)-(3R,4R,5R,6R)-3,6-diamino-4,5-O-isopropylidenethiepane
  参考文献：
  名称：

  Synthesis of new enantiopure thiepane derivatives and their evaluation as glycosidase inhibitors

  摘要：

  Starting from inexpensive alcohol sugars we have synthesised a series of oxygen- and nitrogen-containing enantiopure thiepanes to investigate the structural and stereochemical requirements for inhibitory activity against a variety of glycosidases. An interesting trend was observed on analysis of the biological screening results for these derivatives. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00087-3
• 作为产物：
  描述：

  (-)-(3R,4R,5R,6R)-3,6-dimesyl-4,5-O-isopropylidenethiepane 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 19.0h， 以94%的产率得到(+)-(3R,4R,5R,6R)-3,6-diazido-4,5-O-isopropylidenethiepane
  参考文献：
  名称：

  Synthesis of new enantiopure thiepane derivatives and their evaluation as glycosidase inhibitors

  摘要：

  Starting from inexpensive alcohol sugars we have synthesised a series of oxygen- and nitrogen-containing enantiopure thiepanes to investigate the structural and stereochemical requirements for inhibitory activity against a variety of glycosidases. An interesting trend was observed on analysis of the biological screening results for these derivatives. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00087-3