Acetic acid (2S,3S,6R)-6-methoxy-2-((3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3,6-dihydro-2H-pyran-3-yl ester | 196696-53-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3S,6R)-6-methoxy-2-((3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3,6-dihydro-2H-pyran-3-yl ester
• CAS: 196696-53-4
• 化学式: C₁₆H₂₄O₈
• 分子量: 344.362
• InChiKey: JMNDJHZOHWBETQ-AAFZENKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  81.68
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3S,6R)-6-methoxy-2-((3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3,6-dihydro-2H-pyran-3-yl ester 在 四氧化锇 、 N-甲基吲哚酮 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 以90%的产率得到[(2R,3S,4R,5S,6R)-2-[(3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-4,5-dihydroxy-6-methoxyoxan-3-yl] acetate
  参考文献：
  名称：

  Carbon — carbon linked disaccharides by de novo construction from furanyl sugar templates

  摘要：

  The furanylated sugar units on de novo construction of a sugar moiety by oxidative unmasking of furan and introduction of three contiguous oxygenated carbon centers led to the incorporation of D and L-sugar units at the C-4 position of the furanoside, thereby leading to the synthesis of C(4) - C(5) linked disaccharides. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01624-9
• 作为产物：
  描述：

  (R)-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-(furan-2-yl)methanol 在 吡啶 、 sodium tetrahydroborate 、 溴 、 silver(l) oxide 作用下， 以 吡啶 、 甲醇 、 水 、 丙酮 为溶剂， 生成 Acetic acid (2S,3S,6R)-6-methoxy-2-((3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3,6-dihydro-2H-pyran-3-yl ester
  参考文献：
  名称：

  Carbon — carbon linked disaccharides by de novo construction from furanyl sugar templates

  摘要：

  The furanylated sugar units on de novo construction of a sugar moiety by oxidative unmasking of furan and introduction of three contiguous oxygenated carbon centers led to the incorporation of D and L-sugar units at the C-4 position of the furanoside, thereby leading to the synthesis of C(4) - C(5) linked disaccharides. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01624-9