(1S,2S)-2-[2-(6-amino-5-nitropyrimidin-4-ylamino)cyclopent-4-enyl]ethanol | 211746-27-9

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: (1S,2S)-2-[2-(6-amino-5-nitropyrimidin-4-ylamino)cyclopent-4-enyl]ethanol
• 英文别名: (1R,2S)-2-[2-(6-Amino-5-nitropyrimidin-4-ylamino)cyclopent-4-enyl]ethanol；2-[(1S,5S)-5-[(6-amino-5-nitropyrimidin-4-yl)amino]cyclopent-2-en-1-yl]ethanol
• CAS: 211746-27-9
• 化学式: C₁₁H₁₅N₅O₃
• 分子量: 265.272
• InChiKey: AAZCDWFCAYGUJL-SFYZADRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (1S,2S)-2-[2-(6-amino-5-nitropyrimidin-4-ylamino)cyclopent-4-enyl]ethanol 在 palladium on activated charcoal 氢气 作用下， 生成 2-[(1S,5S)-5-(5,6-Diamino-pyrimidin-4-ylamino)-cyclopent-2-enyl]-ethanol
  参考文献：
  名称：

  Stereoselective Synthesis of Carbocyclic α-L-Homonucleosides

  摘要：

  The synthesis of several optically pure carbocyclic alpha-1-isomeric homonucleosides [3a-e, 6a,b, 7a,b, 10a-d] is reported. The(1R, 5S)-2-oxabicyclo[3.3.0] oct-6-en-3-one 1 was used as a chiral starting material.

  DOI：

  10.1080/15257779908041509
• 作为产物：
  描述：

  (1S,2S)-2-[2-[bis(4-methoxyphenyl)-phenylmethoxy]ethyl]cyclopent-3-en-1-amine 在 氨 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (1S,2S)-2-[2-(6-amino-5-nitropyrimidin-4-ylamino)cyclopent-4-enyl]ethanol
  参考文献：
  名称：

  Stereoselective Synthesis of Carbocyclic α-L-Homonucleosides

  摘要：

  The synthesis of several optically pure carbocyclic alpha-1-isomeric homonucleosides [3a-e, 6a,b, 7a,b, 10a-d] is reported. The(1R, 5S)-2-oxabicyclo[3.3.0] oct-6-en-3-one 1 was used as a chiral starting material.

  DOI：

  10.1080/15257779908041509

文献信息

• Synthesis of enantiomerically pure carbocyclic α-l-isomeric homonucleosides
  作者：F. Girard、C. Demaison、M.-G. Lee、L.A. Agrofoglio

  DOI：10.1016/s0040-4020(98)00471-2

  日期：1998.7

  Synthesis of hitherto unknown carbocyclic alpha-L-isomeric homonucleosides (8a-b, 9a-b) is described. The key intermediate 6 was synthesized from the known compound I as a chiral starting material. Construction of the heterocyclic moiety around the amino group of 6 afforded carbocyclic alpha-L-isomeric 2',3'-dideoxyhomanucleosides 8a-b and their 2',3'-didehydro-2',3'-dideoxy derivatives 9a-b. (C) 1998 Elsevier Science Ltd. All rights reserved.