[(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-[2-[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]ethylsulfanyl]oxan-2-yl]methyl acetate | 1159170-52-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-[2-[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]ethylsulfanyl]oxan-2-yl]methyl acetate
• CAS: 1159170-52-1
• 化学式: C₂₇H₄₁NO₁₃S
• 分子量: 619.687
• InChiKey: URPQSLORTYXTJT-YOJZCWELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  189
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  2-乙酰氨基-2-脱氧-1-硫代-beta-D-吡喃葡萄糖 3,4,6-三乙酸酯 、 6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-galacto-hept-6-enopyranose 在 安息香双甲醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以77%的产率得到[(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-[2-[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]ethylsulfanyl]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Photoinduced Thiol−Ene Coupling as a Click Ligation Tool for Thiodisaccharide Synthesis

  摘要：

  The high efficiency and selectivity of the thiol-ene radical reaction has been validated by the photoinduced coupling of anomeric sugar thiols with sugar alkenes to give 1,6-linked S-disaccharides in good to excellent yields (76-92%) and high diastereoselectivities (up to 99%). The reaction appears to be well-qualified as an exemplar click process.

  DOI：

  10.1021/jo900514w