(1aS,1bR,4aR,5S,5aS)-5-(4-Methoxy-benzyloxymethyl)-3,3-dimethyl-tetrahydro-1,2,4-trioxa-cyclopropa[a]pentalene | 850224-29-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: (1aS,1bR,4aR,5S,5aS)-5-(4-Methoxy-benzyloxymethyl)-3,3-dimethyl-tetrahydro-1,2,4-trioxa-cyclopropa[a]pentalene
• 英文别名: (1R,2S,4S,5S,6R)-5-[(4-methoxyphenyl)methoxymethyl]-8,8-dimethyl-3,7,9-trioxatricyclo[4.3.0.02,4]nonane
• CAS: 850224-29-2
• 化学式: C₁₇H₂₂O₅
• 分子量: 306.359
• InChiKey: OXPWSVUXKBTDQS-ARKGTOAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1aS,1bR,4aR,5S,5aS)-5-(4-Methoxy-benzyloxymethyl)-3,3-dimethyl-tetrahydro-1,2,4-trioxa-cyclopropa[a]pentalene 在 15-crown-6 、 sodium hydride 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 ((3aR,4R,6aS)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methanol
  参考文献：
  名称：

  Isomers of neplanocin A and 2′-deoxyneplanocin A possessing a C-1′/C-6′ double bond

  摘要：

  Missing among the unsaturated carbocyclic nucleosides is the 1',6'-double bond isomer of neplanocin A. A practical synthesis of this compound and its 2'-deoxy derivative is reported from readily accessible cyclopentenols. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.061
• 作为产物：
  描述：

  2,2-二甲氧基丙烷 、 (1R,2R,3R,4R,5S)-4-(4-Methoxy-benzyloxymethyl)-6-oxa-bicyclo[3.1.0]hexane-2,3-diol 在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 生成 (1aS,1bR,4aR,5S,5aS)-5-(4-Methoxy-benzyloxymethyl)-3,3-dimethyl-tetrahydro-1,2,4-trioxa-cyclopropa[a]pentalene
  参考文献：
  名称：

  Isomers of neplanocin A and 2′-deoxyneplanocin A possessing a C-1′/C-6′ double bond

  摘要：

  Missing among the unsaturated carbocyclic nucleosides is the 1',6'-double bond isomer of neplanocin A. A practical synthesis of this compound and its 2'-deoxy derivative is reported from readily accessible cyclopentenols. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.061

文献信息

• Isomers of neplanocin A and 2′-deoxyneplanocin A possessing a C-1′/C-6′ double bond
  作者：Xue-qiang Yin、Stewart W. Schneller

  DOI：10.1016/j.tetlet.2005.01.061

  日期：2005.3

  Missing among the unsaturated carbocyclic nucleosides is the 1',6'-double bond isomer of neplanocin A. A practical synthesis of this compound and its 2'-deoxy derivative is reported from readily accessible cyclopentenols. (C) 2005 Elsevier Ltd. All rights reserved.