Phosphoric acid (2R,3R,4S,5R,6S)-5-acetylamino-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester | 438189-35-6

• 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-acetylamino-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester
• 英文别名: [(2R,3R,4S,5R,6S)-5-acetamido-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl] dibenzyl phosphate
• CAS: 438189-35-6
• 化学式: C₄₃H₄₆NO₉P
• 分子量: 751.813
• InChiKey: YUBZHVACRILRLB-BQLIBBPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  54
• 可旋转键数：
  19
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Phosphoric acid (2R,3R,4S,5R,6S)-5-acetylamino-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester 生成 Disodium-(4-acetamido-4-deoxy-α-D-glucopyranosyl) Phosphate
  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：

  ethyl 2,3,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 在 吡啶 、 sodium azide 、 苯硫酚 、 三乙胺 、 tin(ll) chloride 作用下， 生成 Phosphoric acid (2R,3R,4S,5R,6S)-5-acetylamino-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

文献信息

• Expanding the Pyrimidine Diphosphosugar Repertoire: The Chemoenzymatic Synthesis of Amino- and Acetamidoglucopyranosyl Derivatives
  作者：Jiqing Jiang、John B. Biggins、Jon S. Thorson

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

  日期：2001.4.17

  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 .