methyl 7-deoxy-7-diethyloxyphosphinyl-L-glycero-α-D-manno-heptopyranoside | 312773-12-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 7-deoxy-7-diethyloxyphosphinyl-L-glycero-α-D-manno-heptopyranoside
• 英文别名: (2S,3S,4S,5S,6S)-2-[(1R)-2-diethoxyphosphoryl-1-hydroxyethyl]-6-methoxyoxane-3,4,5-triol
• CAS: 312773-12-9
• 化学式: C₁₂H₂₅O₉P
• 分子量: 344.299
• InChiKey: HZCRSFGZUWFPHB-KUYXLPFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 7-deoxy-7-diethyloxyphosphinyl-L-glycero-α-D-manno-heptopyranoside 在 吡啶 、 水 作用下， 以 乙腈 为溶剂， 反应 26.0h， 生成 methyl 7-deoxy-7-hydroxyphosphinyl-L-glycero-α-D-manno-heptopyranoside disodium salt
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Two Mannose 6-Phosphate Analogs

  摘要：

  Two beta -hydroxyphosphonate analogs of M6P have been prepared by condensation of the lithiated anion of methyldiethylphosphonate with the C-6 carbonyl of a mannose derivative. The diastereoisomers thus obtained have been separated and the absolute configuration at the B-position has been determined by spectroscopic analysis in conjunction with theoretical calculations. Recognition phenomena by M6P/IGFIIR have been evaluated for both diastereoisomers.

  DOI：

  10.1002/1099-0690(200010)2000:20<3433::aid-ejoc3433>3.0.co;2-i
• 作为产物：
  描述：

  methyl 7-deoxy-7-diethyloxyphosphinyl-2,3,4-tri-O-benzyl-(D,L)-glycero-α-D-manno-heptopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 水 为溶剂， 反应 96.0h， 生成 methyl 7-deoxy-7-diethyloxyphosphinyl-L-glycero-α-D-manno-heptopyranoside 、 methyl 7-deoxy-7-diethyloxyphosphinyl-D-glycero-α-D-manno-heptopyranoside
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Two Mannose 6-Phosphate Analogs

  摘要：

  Two beta -hydroxyphosphonate analogs of M6P have been prepared by condensation of the lithiated anion of methyldiethylphosphonate with the C-6 carbonyl of a mannose derivative. The diastereoisomers thus obtained have been separated and the absolute configuration at the B-position has been determined by spectroscopic analysis in conjunction with theoretical calculations. Recognition phenomena by M6P/IGFIIR have been evaluated for both diastereoisomers.

  DOI：

  10.1002/1099-0690(200010)2000:20<3433::aid-ejoc3433>3.0.co;2-i

文献信息

• Synthesis and Biological Evaluation of Two Mannose 6-Phosphate Analogs
  作者：Sébastien Vidal、Carole Vidil、Alain Morère、Marcel Garcia、Jean-Louis Montero

  DOI：10.1002/1099-0690(200010)2000:20<3433::aid-ejoc3433>3.0.co;2-i

  日期：2000.10

  Two beta -hydroxyphosphonate analogs of M6P have been prepared by condensation of the lithiated anion of methyldiethylphosphonate with the C-6 carbonyl of a mannose derivative. The diastereoisomers thus obtained have been separated and the absolute configuration at the B-position has been determined by spectroscopic analysis in conjunction with theoretical calculations. Recognition phenomena by M6P/IGFIIR have been evaluated for both diastereoisomers.