Phosphoric acid (3aR,4R,6S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ylmethyl ester diphenyl ester | 180524-78-1

• 分子结构分类: 有机化合物
• 英文名称: Phosphoric acid (3aR,4R,6S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ylmethyl ester diphenyl ester
• CAS: 180524-78-1
• 化学式: C₂₁H₂₅O₇P
• 分子量: 420.399
• InChiKey: ADSRMTOBYWGNIU-NMLACTOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  83.45
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Phosphoric acid (3aR,4R,6S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ylmethyl ester diphenyl ester 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 以99%的产率得到
  参考文献：
  名称：

  Carbocyclic analogues of d-ribose-5-phosphate: Synthesis and behavior with 5-phosphoribosyl α-1-pyrophosphate synthetases

  摘要：

  The synthesis of cyclopentyl and cyclopentenyl analogues of the cr-anomer of D-ribose-5-phosphate from D-ribonolactone and D-ribose is described. These analogues, which have the same absolute configuration as D-ribose-5-phosphate, were incubated with PRPP synthetases in an attempt to prepare the corresponding carbocyclic PRPP analogues. The carbocyclic ribose-5-phosphate analogues were found to be inhibitors, rather than substrates, for 5-phosphoribosyl alpha-1-pyrophosphate synthetases of both bacterial and human origin. The inhibitory behavior of the analogues is described. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00090-9
• 作为产物：
  描述：

  2,3-O-isopropylidene-L-erythrouronic acid 在 4-二甲氨基吡啶 、 正丁基锂 、 二苯甲酮 、 4-甲基苯磺酸吡啶 、 三乙酰氧基硼氢化钠 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 126.5h， 生成 Phosphoric acid (3aR,4R,6S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ylmethyl ester diphenyl ester
  参考文献：
  名称：

  Carbocyclic analogues of d-ribose-5-phosphate: Synthesis and behavior with 5-phosphoribosyl α-1-pyrophosphate synthetases

  摘要：

  The synthesis of cyclopentyl and cyclopentenyl analogues of the cr-anomer of D-ribose-5-phosphate from D-ribonolactone and D-ribose is described. These analogues, which have the same absolute configuration as D-ribose-5-phosphate, were incubated with PRPP synthetases in an attempt to prepare the corresponding carbocyclic PRPP analogues. The carbocyclic ribose-5-phosphate analogues were found to be inhibitors, rather than substrates, for 5-phosphoribosyl alpha-1-pyrophosphate synthetases of both bacterial and human origin. The inhibitory behavior of the analogues is described. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00090-9