(R)-2-[(4S,5S,6R)-6-((1R,3R)-3-{(4S,5S,6R)-6-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-1-hydroxy-1-methyl-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde | 133782-42-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-[(4S,5S,6R)-6-((1R,3R)-3-{(4S,5S,6R)-6-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-1-hydroxy-1-methyl-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde
• 英文别名: (2R)-2-[(4S,5S,6R)-6-[(2R,4R)-4-[(4S,5S,6R)-6-[(2S,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-hydroxypentan-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]-2-hydroxypentan-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]propanal
• CAS: 133782-42-0
• 化学式: C₃₃H₆₄O₈Si
• 分子量: 616.952
• InChiKey: JGWPMJRUVRAVIH-DGDBHEGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.46
• 重原子数：
  42.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  103.68
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (R)-2-[(4S,5S,6R)-6-((1R,3R)-3-{(4S,5S,6R)-6-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-1-hydroxy-1-methyl-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde 在 正丁基锂 、 四丁基氟化铵 作用下， 反应 3.17h， 生成 (2R,3R)-2-((4R,5S,6S)-6-{(1R,3R)-3-Hydroxy-1-methyl-3-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-butyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentane-2,3-diol
  参考文献：
  名称：

  Stereocontrolled synthesis of erythronolides A and B in A (C5-C9) + (C3-C4) + (C1-C2) + (C11-C13) sequence from 1,6-anhydro-β-D-glucopyranose (levoglucosan). Part 2.

  摘要：

  Stereocontrolled synthesis of erythronolides A and B has been achieved.

  DOI：

  10.1016/s0040-4020(01)96140-x