1-[(3aR,4R,6R,6aR)-2,2-Dimethyl-6-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yloxymethyl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrimidine-2,4-dione | 335266-34-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(3aR,4R,6R,6aR)-2,2-Dimethyl-6-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yloxymethyl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrimidine-2,4-dione
• CAS: 335266-34-7
• 化学式: C₂₉H₅₀N₂O₁₀Si₂
• 分子量: 642.894
• InChiKey: YOXVBAODAONULF-DNOIJUGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  43.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  128.7
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  1-[(3aR,4R,6R,6aR)-2,2-Dimethyl-6-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yloxymethyl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrimidine-2,4-dione 在 吡啶 、 sodium azide 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 1-[(3aR,4R,6R,6aR)-6-((2R,4S,5R)-5-Azidomethyl-4-hydroxy-tetrahydro-furan-2-yloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of analogues of the O-β-d-Ribofuranosyl nucleoside moiety of liposidomycins. Part 2: role of the hydroxyl groups upon the inhibition of MraY

  摘要：

  O-beta -D-Ribofuranosyl nucleoside I is the minimal structural entity of liposidomycins that maintains enzyme inhibitory activity on MraY. A set of compounds with hydroxyl patterns different from I has been synthesized. The presence of a hydroxyl group in the 3 " position is essential for the activity. The 3'-deoxy derivative (IV), however, shows a 5-fold improved potency. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00714-9
• 作为产物：
  描述：

  thiocarbonic acid O-{2-[6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl} ester O-phenyl ester 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以92%的产率得到1-[(3aR,4R,6R,6aR)-2,2-Dimethyl-6-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yloxymethyl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of analogues of the O-β-d-Ribofuranosyl nucleoside moiety of liposidomycins. Part 2: role of the hydroxyl groups upon the inhibition of MraY

  摘要：

  O-beta -D-Ribofuranosyl nucleoside I is the minimal structural entity of liposidomycins that maintains enzyme inhibitory activity on MraY. A set of compounds with hydroxyl patterns different from I has been synthesized. The presence of a hydroxyl group in the 3 " position is essential for the activity. The 3'-deoxy derivative (IV), however, shows a 5-fold improved potency. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00714-9