(S)-2-Acetylamino-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-propionic acid methyl ester | 137715-67-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-2-Acetylamino-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-propionic acid methyl ester
• CAS: 137715-67-4
• 化学式: C₁₈H₃₁NO₁₄
• 分子量: 485.442
• InChiKey: PDXZCILVHBKFKS-CUYQSPRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.7
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  233.93
• 氢给体数：
  8.0
• 氢受体数：
  14.0

反应信息

• 作为产物：
  描述：

  1-O-β-D-(N-acetyl-L-serine methyl ester) glucopyranoside 、 尾-D-Galactoside,2-nitrophenyl(9CI) 以8%的产率得到(S)-2-Acetylamino-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-propionic acid methyl ester
  参考文献：
  名称：

  Stereospecific attachment of carbohydrates to amino acid derivatives using β-glucosidase and β-xylosidase

  摘要：

  来自杏仁的β-葡萄糖苷酶和来自大肠杆菌的β-木糖苷酶已分别用于催化氨基酸衍生物的β-葡萄糖苷和β-木糖苷的合成。

  DOI：

  10.1039/c39910001349

文献信息

• An improved strategy for the stereoselective synthesis of glycosides using glycosidases as catalysts
  作者：Anne Baker、Nicholas J. Turner、Matthew C. Webberley

  DOI：10.1016/s0957-4166(00)80398-5

  日期：1994.12

  A alternative strategy for the synthesis of glycosides, using glycosidase enzymes, has been developed. In contrast to previous procedures, this new method uses limiting amounts of the acceptor alcohol substrate in combination with an excess of the glycosyl donor. Using this procedure, a series of mono- and disaccharides have been prepared.