[(1R)-1-cyano-2-phenylmethoxy-1-[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]ethyl] methanesulfonate | 189571-85-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: [(1R)-1-cyano-2-phenylmethoxy-1-[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]ethyl] methanesulfonate
• CAS: 189571-85-5
• 化学式: C₂₂H₂₉NO₉S
• 分子量: 483.54
• InChiKey: LRKCTEPSQYXQHM-WZRUKOBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  131
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [(1R)-1-cyano-2-phenylmethoxy-1-[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]ethyl] methanesulfonate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-[(2R)-2-hydroxy-3-phenylmethoxy-2-[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]propyl]methanesulfonamide
  参考文献：
  名称：

  Synthesis of α-azido aldehydes Stereoselective access to a protected lincosamine analogue

  摘要：

  Reaction of ketone 3 with dichloromethyllithium gave 3. unique branched-chain dichloromethyl sugar 7 whose structure was ascertained by X-ray crystallography. Transformation of 7 in seven steps, involving the key-intermediate alpha-azido-aldehyde 9, afforded the protected lincosamine analogue 14. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00240-8
• 作为产物：
  描述：

  在 碳酸氢钠 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 [(1R)-1-cyano-2-phenylmethoxy-1-[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]ethyl] methanesulfonate
  参考文献：
  名称：

  Synthesis of α-azido aldehydes Stereoselective access to a protected lincosamine analogue

  摘要：

  Reaction of ketone 3 with dichloromethyllithium gave 3. unique branched-chain dichloromethyl sugar 7 whose structure was ascertained by X-ray crystallography. Transformation of 7 in seven steps, involving the key-intermediate alpha-azido-aldehyde 9, afforded the protected lincosamine analogue 14. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00240-8

文献信息

• Synthesis of α-azido aldehydes Stereoselective access to a protected lincosamine analogue
  作者：Pierre Sarda、Alain Olesker、Gabor Lukacs

  DOI：10.1016/s0040-4020(97)00240-8

  日期：1997.4

  Reaction of ketone 3 with dichloromethyllithium gave 3. unique branched-chain dichloromethyl sugar 7 whose structure was ascertained by X-ray crystallography. Transformation of 7 in seven steps, involving the key-intermediate alpha-azido-aldehyde 9, afforded the protected lincosamine analogue 14. (C) 1997 Elsevier Science Ltd.