(2S,3R,6R)-3,6-Dimethoxy-2-methyl-3,6-dihydro-2H-pyran | 101665-44-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (2S,3R,6R)-3,6-Dimethoxy-2-methyl-3,6-dihydro-2H-pyran
• CAS: 101665-44-5
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: RJPZBNBMBDJGHD-XLPZGREQSA-N

物化性质

• 沸点：
  207.7±40.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.95
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,6R)-3,6-Dimethoxy-2-methyl-3,6-dihydro-2H-pyran 在 sodium methylate 、 N,N-二甲基甲酰胺 作用下， 以 甲醇 为溶剂， 反应 18.0h， 生成 methyl 2,3,6-trideoxy-α-L-threo-hex-2-enopyranoside
  参考文献：
  名称：

  Synthèse de disaccharides polydésoxygénés et iodés

  摘要：

  3-Amino-polydeoxy disaccharides have been prepared by condensation of a glycal with methyl 2,3,6-trideoxy-alpha-L-erythro- (or threo)-hex-2-enopyranoside in the presence of N-iodosuccinimide. After acid hydrolysis of the glycoside, 1,4-addition of hydrazoic acid to the corresponding hex-2-enopyranose led to 3-azido-disaccharides which were acetylated. Reduction of the azido group gave 2,2'-dideoxy- or 2,2'-dideoxy-2'-iodo compounds. Condensation of O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-alpha-L-manno-hexopyranosyl)-(1 --> 4)-1-O-acetyl-2,3,6-trideoxy-3-trifluoroacetamido-alpha-L-arabino-hexopyranose with daunomycinone, followed by 3',4'-O-deacetylation produced the new anthracycline, 7-O-[O-(2,6-dideoxy-2-iodo-alpha-L-manno-hexopyranosyl)-(1 --> 4)-2,3,6-trideoxy-3-trifluoroacetamido-alpha-L-arabino-hexopyranosyl]-daunomycinone.

  DOI：

  10.1016/s0008-6215(00)90558-5
• 作为产物：
  描述：

  甲醇 、 3-O-acetyl-4-O-methyl-L-rhamnal 在 四氯化锡 作用下， 生成 (2S,3R,6R)-3,6-Dimethoxy-2-methyl-3,6-dihydro-2H-pyran 、 (2S,3R,6S)-3,6-Dimethoxy-2-methyl-3,6-dihydro-2H-pyran
  参考文献：
  名称：

  Allylic rearrangement of 6-deoxyglycals having practical utility

  摘要：

  DOI：

  10.1016/s0008-6215(00)90681-5