N-((1R,2R,4S)-2-Hydroxy-4-hydroxymethyl-cyclopentyl)-acetamide | 133636-68-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-((1R,2R,4S)-2-Hydroxy-4-hydroxymethyl-cyclopentyl)-acetamide
• 英文别名: N-[(1R,2R,4S)-2-hydroxy-4-(hydroxymethyl)cyclopentyl]acetamide
• CAS: 133636-68-7
• 化学式: C₈H₁₅NO₃
• 分子量: 173.212
• InChiKey: NJPFFHHVKOTTKH-XLPZGREQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 N-((1R,2R,4S)-2-Hydroxy-4-hydroxymethyl-cyclopentyl)-acetamide 在 吡啶 作用下， 生成 Acetic acid (1R,2R,4S)-4-acetoxymethyl-2-acetylamino-cyclopentyl ester
  参考文献：
  名称：

  Electrophilic substitution of a 2-azabicyclo[2.2.1]hept-5-en-3-one as a potential route to 3-deoxycarbocyclic nucleosides

  摘要：

  The gamma-lactam 9 reacted with bromine in the presence of acetic acid or fluoride ion to give the 6,7-substituted 2-azanorbornan-3-ones 10 or 15 respectively. The latter compounds were converted into the cyclopentylamine derivatives 14 and 16 which represent potentially useful precursors for carbocyclic 3-deoxyribonucleosides.

  DOI：

  10.1039/p19910000484
• 作为产物：
  描述：

  methyl 3β-acetamido-4α-acetoxycyclopentane-1β-carboxylate 在 calcium borohydride 作用下， 生成 N-((1R,2R,4S)-2-Hydroxy-4-hydroxymethyl-cyclopentyl)-acetamide
  参考文献：
  名称：

  Electrophilic substitution of a 2-azabicyclo[2.2.1]hept-5-en-3-one as a potential route to 3-deoxycarbocyclic nucleosides

  摘要：

  The gamma-lactam 9 reacted with bromine in the presence of acetic acid or fluoride ion to give the 6,7-substituted 2-azanorbornan-3-ones 10 or 15 respectively. The latter compounds were converted into the cyclopentylamine derivatives 14 and 16 which represent potentially useful precursors for carbocyclic 3-deoxyribonucleosides.

  DOI：

  10.1039/p19910000484

文献信息

• PALMER, CHRISTOPHER F.;PARRY, KEITH P.;ROBERTS, STANLEY M., J. CHEM. SOC. PERKIN TRANS. PT 1,(1991) N, C. 484-486
  作者：PALMER, CHRISTOPHER F.、PARRY, KEITH P.、ROBERTS, STANLEY M.

  DOI：——

  日期：——