(2S,6S)-2-methoxy-6-(4-methylphenylsulfonyloxy)methyl-5,6-dihydro-2H-pyran | 189293-32-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,6S)-2-methoxy-6-(4-methylphenylsulfonyloxy)methyl-5,6-dihydro-2H-pyran
• CAS: 189293-32-1
• 化学式: C₁₄H₁₈O₅S
• 分子量: 298.36
• InChiKey: VWEPIULWGLQNRM-JSGCOSHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.02
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2S,6S)-2-methoxy-6-(4-methylphenylsulfonyloxy)methyl-5,6-dihydro-2H-pyran 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以94%的产率得到(2S,6R)-2-methoxy-6-methyl-5,6-dihydro-2H-pyran
  参考文献：
  名称：

  Syntheses of deoxyhexoses from diastereoisomerically pure hetero-Diels-Alder adduct

  摘要：

  Syntheses of deoxyhexoses are presented. The concept is based on the functionalization of enantiomerically pure 6-hydroxymethyl-2-methoxy-5,6-dihydro-2H-pyran, which is easily synthesized by asymmetric hetero-Diels-Alder reaction. Methyl 4,6-dideoxy-alpha-D-arabino-hexopyranoside, methyl alpha-D-chalcoside and methyl alpha-D-desosanimide are synthesized. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00159-2
• 作为产物：
  描述：

  (2S,6S)-6-hydroxymethyl-2-methoxy-5,6-dihydro-2H-pyran 、 对甲苯磺酰氯 在 吡啶 作用下， 以78%的产率得到(2S,6S)-2-methoxy-6-(4-methylphenylsulfonyloxy)methyl-5,6-dihydro-2H-pyran
  参考文献：
  名称：

  Syntheses of deoxyhexoses from diastereoisomerically pure hetero-Diels-Alder adduct

  摘要：

  Syntheses of deoxyhexoses are presented. The concept is based on the functionalization of enantiomerically pure 6-hydroxymethyl-2-methoxy-5,6-dihydro-2H-pyran, which is easily synthesized by asymmetric hetero-Diels-Alder reaction. Methyl 4,6-dideoxy-alpha-D-arabino-hexopyranoside, methyl alpha-D-chalcoside and methyl alpha-D-desosanimide are synthesized. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00159-2