(1R,2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopentane-1,2,3-triol | 1395295-37-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopentane-1,2,3-triol
• CAS: 1395295-37-0
• 化学式: C₂₂H₃₀O₄Si
• 分子量: 386.563
• InChiKey: OMFBPMPMSMOZBH-OTNPHJDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  69.92
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopentane-1,2,3-triol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (1R,2S,3R,4R)-4-(hydroxymethyl)cyclopentane-1,2,3-triol
  参考文献：
  名称：

  Stereoselective synthesis of a novel natural carbasugar and analogues from hydroxymethylated cycloalkenone scaffolds

  摘要：

  Novel carbasugars from Streptomyces lincolnensis have been synthesized from an enantiomerically pure 5-hydroxymethyl-cyclohex-2-enone scaffold via a stereoselective approach. Several structural analogues of those carbasugars have also been synthesized in a stereoselective manner from hydroxymethylated cycloalkenone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.001
• 作为产物：
  描述：

  (R)-5-(tert-butyldiphenylsilanyloxymethyl)-cyclopent-2-en-1-one 在 sodium tetrahydroborate 、 cerium(III) chloride heptahydrate 、 硫酸 、 水 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 28.0h， 生成 (1R,2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopentane-1,2,3-triol
  参考文献：
  名称：

  Stereoselective synthesis of a novel natural carbasugar and analogues from hydroxymethylated cycloalkenone scaffolds

  摘要：

  Novel carbasugars from Streptomyces lincolnensis have been synthesized from an enantiomerically pure 5-hydroxymethyl-cyclohex-2-enone scaffold via a stereoselective approach. Several structural analogues of those carbasugars have also been synthesized in a stereoselective manner from hydroxymethylated cycloalkenone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.001