(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-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)-pentan-2-ol | 133782-43-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-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)-pentan-2-ol
• 英文别名: (2S,3R)-2-[(4R,5S,6S)-6-[(2R,4R)-4-[(4R,5S,6R)-6-[(2S)-but-3-en-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]-4-hydroxypentan-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]-3-[tert-butyl(dimethyl)silyl]oxypentan-2-ol
• CAS: 133782-43-1
• 化学式: C₃₄H₆₆O₇Si
• 分子量: 614.979
• InChiKey: IUYRDRQQBFESPI-JDZQUVTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.45
• 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：
  0.94
• 拓扑面积：
  86.61
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-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)-pentan-2-ol 在 四丁基氟化铵 作用下， 以95%的产率得到(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
• 作为产物：
  描述：

  methyl triphenylphosphonium bromide 、 (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 作用下， 生成 (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-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)-pentan-2-ol
  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