1-(R)-2-deoxy-4,5:6,7-di-O-isopropylidene-1-C-phenyl-L-arabino-hept-3-ulose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(R)-2-deoxy-4,5:6,7-di-O-isopropylidene-1-C-phenyl-L-arabino-hept-3-ulose
• 英文别名: (3R)-1-[(4R,5S)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]-3-hydroxy-3-phenylpropan-1-one
• 化学式: C₁₉H₂₆O₆
• 分子量: 350.412
• InChiKey: BKRMWVSIMXAMBQ-IWCQGFGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯甲醛 、 1-[(4S,4S',5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolanyl)-5-yl]ethanone 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 1-(S)-2-deoxy-4,5:6,7-di-O-isopropylidene-1-C-phenyl-L-arabino-hept-3-ulose 、 1-(R)-2-deoxy-4,5:6,7-di-O-isopropylidene-1-C-phenyl-L-arabino-hept-3-ulose
  参考文献：
  名称：

  Aldol reactions on 1-deoxy-3,4:5,6-di-O-isopropylidene-l-fructose as a route to higher-carbon carbohydrates

  摘要：

  With a view to preparing higher-carbon carbohydrates, crossed-aldol reactions of the methyl ketone 1-deoxy-3,4:5,6-di-O-isopropylidene-L-fructose with a representative series of aldehydes have been investigated, and the feasibility has been demonstrated of constructing a C-11 unit containing some of the key functionality found in the carbohydrate component of the herbicidins.

  DOI：

  10.1016/s0008-6215(00)00014-8

文献信息

• Aldol reactions on 1-deoxy-3,4:5,6-di-O-isopropylidene-l-fructose as a route to higher-carbon carbohydrates
  作者：Alan H. Haines、Andrew J. Lamb

  DOI：10.1016/s0008-6215(00)00014-8

  日期：2000.5

  With a view to preparing higher-carbon carbohydrates, crossed-aldol reactions of the methyl ketone 1-deoxy-3,4:5,6-di-O-isopropylidene-L-fructose with a representative series of aldehydes have been investigated, and the feasibility has been demonstrated of constructing a C-11 unit containing some of the key functionality found in the carbohydrate component of the herbicidins.