(2S,3S)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-1-((3aR,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-yl)-propan-1-one | 72581-17-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: (2S,3S)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-1-((3aR,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-yl)-propan-1-one
• CAS: 72581-17-0
• 化学式: C₂₀H₃₂O₉
• 分子量: 416.469
• InChiKey: ASCALODBFWGYEE-JEPPTWIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  101.91
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  1,2-dideoxy-4,5:6,7-di-O-isopropylidene-β-D-arabino-3,4-octopyranodiulose 、 L-甘油醛缩丙酮 在 2,2,6,6-四甲基哌啶 、 正丁基锂 作用下， 生成 (2R,3R)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-hydroxy-2-methyl-1-[(1R,2S,6R,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]propan-1-one 、 (2S,3S)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-1-((3aR,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-yl)-propan-1-one 、 (2R,3S)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-1-((3aR,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-yl)-propan-1-one 、 (2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-1-((3aR,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-yl)-propan-1-one
  参考文献：
  名称：

  Acyclic stereoselection. 11. Double stereodifferentiation as a method for achieving superior Cram's rule selectivity in aldol condensations with chiral aldehydes

  摘要：

  DOI：

  10.1021/jo00320a014