Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-methyl-2-phosphonooxy-tetrahydro-pyran-3-yl ester | 153448-91-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-methyl-2-phosphonooxy-tetrahydro-pyran-3-yl ester
• CAS: 153448-91-0
• 化学式: C₁₂H₁₉O₁₁P
• 分子量: 370.25
• InChiKey: FIEUCFWOWBLYQV-AGHDUUASSA-N

物化性质

• 沸点：
  478.3±55.0 °C(predicted)
• 密度：
  1.45±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.36
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  154.89
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-methyl-2-phosphonooxy-tetrahydro-pyran-3-yl ester 生成 uridine 5'-(6-deoxy-α-D-galactopyranosyl) diphosphate diammonium salt
  参考文献：
  名称：

  Synthesis of UDP-6-deoxy- and -6-fluoro-D-galactoses and their enzymatic glycosyl transfer to mono- and biantennary carbohydrate chains

  摘要：

  Glycosylation with chemicallY prepared UDP-6-deoxy-D-galactose and its 6-fluoro analog using bovine (1-4)-beta-D-galactosyltransferase was demonstrated to be effective enough for practical purpose. A biantennary pentasaccharide having two 6'-deoxylactosamine residues was synthesized.

  DOI：

  10.1016/0040-4039(93)85060-a
• 作为产物：
  描述：

  1,2,3,4-tetra-O-acetyl-D-fucopyranose 在 palladium on activated charcoal 正丁基锂 、 氢气 、 乙酸肼 作用下， 生成 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-methyl-2-phosphonooxy-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis of UDP-6-deoxy- and -6-fluoro-D-galactoses and their enzymatic glycosyl transfer to mono- and biantennary carbohydrate chains

  摘要：

  Glycosylation with chemicallY prepared UDP-6-deoxy-D-galactose and its 6-fluoro analog using bovine (1-4)-beta-D-galactosyltransferase was demonstrated to be effective enough for practical purpose. A biantennary pentasaccharide having two 6'-deoxylactosamine residues was synthesized.

  DOI：

  10.1016/0040-4039(93)85060-a