Phosphoric acid (2R,3R,4S,5R,6S)-5-azido-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester | 438189-34-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Phosphoric acid (2R,3R,4S,5R,6S)-5-azido-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester
• CAS: 438189-34-5
• 化学式: C₄₁H₄₂N₃O₈P
• 分子量: 735.774
• InChiKey: XQFRXWKGKAAXFD-PGSFLWIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.34
• 重原子数：
  53.0
• 可旋转键数：
  19.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  130.44
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Phosphoric acid (2R,3R,4S,5R,6S)-5-azido-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester 在 无机焦磷酸酶 、 Salmonella enterica LT2 α-D-glucopy-l phos-te thymid-transf 、 magnesium chloride 作用下， 以 phosphate buffer 为溶剂， 反应 0.5h， 生成 Uridine 5'-(trihydrogen diphosphate), P'-(4-deoxy-4-amino-alpha-D-glucopyranosyl) ester
  参考文献：
  名称：

  Expanding the Pyrimidine Diphosphosugar Repertoire: The Chemoenzymatic Synthesis of Amino- and Acetamidoglucopyranosyl Derivatives

  摘要：

  The exploitation of a unique thymidylyltransferase (Ep ) allows the rapid syntheses of thymidine and uridine 5'-(aminodeoxy-α-D-hexopyranosyl diphosphates), 5'-(acetamidodeoxy-α-D-hexopyranosyl diphosphates), and even 5'-(aminodideoxy-α-D-hexopyranosyl diphosphates), which are amino analogues of the products from the native reaction of Ep .

  DOI：

  10.1002/1521-3773(20010417)40:8<1502::aid-anie1502>3.0.co;2-k
• 作为产物：
  描述：

  Trifluoro-methanesulfonic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yl ester 在 sodium azide 作用下， 生成 Phosphoric acid (2R,3R,4S,5R,6S)-5-azido-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester
  参考文献：
  名称：

  Expanding the Pyrimidine Diphosphosugar Repertoire: The Chemoenzymatic Synthesis of Amino- and Acetamidoglucopyranosyl Derivatives

  摘要：

  The exploitation of a unique thymidylyltransferase (Ep ) allows the rapid syntheses of thymidine and uridine 5'-(aminodeoxy-α-D-hexopyranosyl diphosphates), 5'-(acetamidodeoxy-α-D-hexopyranosyl diphosphates), and even 5'-(aminodideoxy-α-D-hexopyranosyl diphosphates), which are amino analogues of the products from the native reaction of Ep .

  DOI：

  10.1002/1521-3773(20010417)40:8<1502::aid-anie1502>3.0.co;2-k