methyl 3,4-di-O-(triethylsilyl)-β-D-xylo-pentopyranoside | 571148-30-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3,4-di-O-(triethylsilyl)-β-D-xylo-pentopyranoside
• 英文别名: (2R,3R,4R,5R)-2-methoxy-4,5-bis(triethylsilyloxy)oxan-3-ol
• CAS: 571148-30-6
• 化学式: C₁₈H₄₀O₅Si₂
• 分子量: 392.684
• InChiKey: ZGHLVPITRLWBKE-ZJPYXAASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3,4-di-O-(triethylsilyl)-β-D-xylo-pentopyranoside 、 uridine diphosphate bis(tetrabutylammonium) salt 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 uridine 5'-(3'',4''-di-O-(triethylsilyl)-β-D-xylopyranosyl)-diphosphate monotetrabutylammonium salt 、 uridine 5'-(3'',4''-di-O-(triethylsilyl)-α-D-xylopyranosyl)-diphosphate monotetrabutylammonium salt
  参考文献：
  名称：

  Chemical Synthesis of Uridine Diphospho-d-xylose and UDP-l-arabinose

  摘要：

  Leloir transferases, like UDP-D-XyloSyl transferase and arabinosyl transferase, utilize nucleoside diphosphate sugars to build up plant oligo- and polysaccharides. By the described, scalable three-step synthesis a simple route is described to arrive at the respective enzyme substrates, which are otherwise difficult to obtain.

  DOI：

  10.1021/jo034379u
• 作为产物：
  描述：

  1,5-anhydro-2-deoxy-3,4-di-O-triethylsilyl-D-threo-pent-1-enitol 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 3.5h， 生成 methyl 3,4-di-O-(triethylsilyl)-β-D-xylo-pentopyranoside
  参考文献：
  名称：

  Chemical Synthesis of Uridine Diphospho-d-xylose and UDP-l-arabinose

  摘要：

  Leloir transferases, like UDP-D-XyloSyl transferase and arabinosyl transferase, utilize nucleoside diphosphate sugars to build up plant oligo- and polysaccharides. By the described, scalable three-step synthesis a simple route is described to arrive at the respective enzyme substrates, which are otherwise difficult to obtain.

  DOI：

  10.1021/jo034379u

文献信息

• Chemical Synthesis of Uridine Diphospho-<scp>d</scp>-xylose and UDP-<scp>l</scp>-arabinose
  作者：Christiane Ernst、Werner Klaffke

  DOI：10.1021/jo034379u

  日期：2003.7.1

  Leloir transferases, like UDP-D-XyloSyl transferase and arabinosyl transferase, utilize nucleoside diphosphate sugars to build up plant oligo- and polysaccharides. By the described, scalable three-step synthesis a simple route is described to arrive at the respective enzyme substrates, which are otherwise difficult to obtain.