(1R,2S)-benzoic acid 2-[2-(6-chloro-9H-purin-9-yl)-2-cyclopentyl]ethyl ester | 214471-28-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,2S)-benzoic acid 2-[2-(6-chloro-9H-purin-9-yl)-2-cyclopentyl]ethyl ester
• 英文别名: 2-[(1R,2S)-2-(6-chloropurin-9-yl)cyclopentyl]ethyl benzoate
• CAS: 214471-28-0
• 化学式: C₁₉H₁₉ClN₄O₂
• 分子量: 370.838
• InChiKey: ACCZOXOOMYLBAT-HIFRSBDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  69.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,2S)-benzoic acid 2-[2-(6-chloro-9H-purin-9-yl)-2-cyclopentyl]ethyl ester 在 氨 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (1R,2S)-2-[2-(6-amino-9H-purin-9-yl)cyclopentyl]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,2R)-benzoic acid 2-(2-hydroxycyclopent-4-enyl)ethyl ester 在 palladium on activated charcoal 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 生成 (1R,2S)-benzoic acid 2-[2-(6-chloro-9H-purin-9-yl)-2-cyclopentyl]ethyl ester
  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

• A short and stereoselective synthesis of carbocyclic<i>alpha</i>-l-dideoxyhomonucleosides
  作者：F. Girard、M.-G. Lee、L. A. Agrofoglio、A. Fridland

  DOI：10.1002/jhet.5570350421

  日期：1998.7

  AbstractA stereoselective five‐step total synthesis of the hitherto unknown carbocyclic alpha‐L‐dideoxyhomonu‐cleosides starting from readily available (1R,5S)‐2‐oxabicyclo[3.3.0]oct‐6‐en‐3‐one is described.
• Stereoselective Synthesis of Carbocyclic α-L-Homonucleosides
  作者：L. A. Agrofoglio、F. Girard、C. Demaison、M-G. Lee、P. Roingeard、A. Fridland

  DOI：10.1080/15257779908041509

  日期：1999.4

  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.