Phosphoric acid (3aR,6S,6aS)-6-hydroxy-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethyl ester bis-(2-trimethylsilanyl-ethyl) ester | 180524-87-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Phosphoric acid (3aR,6S,6aS)-6-hydroxy-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethyl ester bis-(2-trimethylsilanyl-ethyl) ester
• CAS: 180524-87-2
• 化学式: C₁₉H₃₉O₇PSi₂
• 分子量: 466.659
• InChiKey: JCENTXPKSMIMIP-KSZLIROESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.64
• 重原子数：
  29.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 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,6S,6aS)-6-hydroxy-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethyl ester bis-(2-trimethylsilanyl-ethyl) ester 在 氢氟酸 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 Phosphoric acid mono-((3S,4S,5R)-3,4,5-trihydroxy-cyclopent-1-enylmethyl) 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
• 作为产物：
  描述：

  Acetic acid (3aS,4S,6aR)-6-[bis-(2-trimethylsilanyl-ethoxy)-phosphanyloxymethyl]-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl ester 在 氨 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.33h， 生成 Phosphoric acid (3aR,6S,6aS)-6-hydroxy-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylmethyl ester bis-(2-trimethylsilanyl-ethyl) 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