(2R,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)-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]methoxy]oxane-2-carbaldehyde | 517915-00-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)-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]methoxy]oxane-2-carbaldehyde
• CAS: 517915-00-3
• 化学式: C₄₇H₅₄O₁₂
• 分子量: 810.939
• InChiKey: CHCAACNIAZTUET-DKTHHHARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  59
• 可旋转键数：
  17
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  甲醇 、 (2R,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)-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]methoxy]oxane-2-carbaldehyde 在 乙酸酐 作用下， 生成 methyl (2R,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)-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]methoxy]oxane-2-carboxylate
  参考文献：
  名称：

  Stereoselective Glycosylation of exo-Glycals Accelerated by Ferrier-Type Rearrangement

  摘要：

  [GRAPHIC]Owing to the driving force of the Ferrier-type rearrangement, the exo-glycals are highly reactive with various alcohols to afford glycosides and glycoconjugates with exclusive alpha-configuration. The resulting vinyl group in these glycosylation products can be further elaborated for general applications, including the synthesis of spiro derivatives and glycosylation of 2-ketoaldonic acids.

  DOI：

  10.1021/ol034130z
• 作为产物：
  描述：

  双丙酮半乳糖 在 4 Angstroem MS 、 三氟化硼乙醚 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)-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]methoxy]oxane-2-carbaldehyde
  参考文献：
  名称：

  Stereoselective Glycosylation of exo-Glycals Accelerated by Ferrier-Type Rearrangement

  摘要：

  [GRAPHIC]Owing to the driving force of the Ferrier-type rearrangement, the exo-glycals are highly reactive with various alcohols to afford glycosides and glycoconjugates with exclusive alpha-configuration. The resulting vinyl group in these glycosylation products can be further elaborated for general applications, including the synthesis of spiro derivatives and glycosylation of 2-ketoaldonic acids.

  DOI：

  10.1021/ol034130z

文献信息

• Stereoselective Glycosylation of <i>exo</i>-Glycals Accelerated by Ferrier-Type Rearrangement
  作者：Hui-Chang Lin、Wen-Bin Yang、Yu-Feng Gu、Chen、Chung-Yi Wu、Chun-Hung Lin

  DOI：10.1021/ol034130z

  日期：2003.4.1

  [GRAPHIC]Owing to the driving force of the Ferrier-type rearrangement, the exo-glycals are highly reactive with various alcohols to afford glycosides and glycoconjugates with exclusive alpha-configuration. The resulting vinyl group in these glycosylation products can be further elaborated for general applications, including the synthesis of spiro derivatives and glycosylation of 2-ketoaldonic acids.