(R)-2-Trityloxymethyl-2,5-dihydro-furan | 578716-75-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (R)-2-Trityloxymethyl-2,5-dihydro-furan
• 英文别名: (2R)-2-(trityloxymethyl)-2,5-dihydrofuran
• CAS: 578716-75-3
• 化学式: C₂₄H₂₂O₂
• 分子量: 342.437
• InChiKey: RSRVMVWDMKUTAF-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-2-Trityloxymethyl-2,5-dihydro-furan 在 potassium osmate(VI) 、 N-甲基吲哚酮 作用下， 以 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 3.5h， 生成 (S)-2-Trityloxymethyl-tetrahydro-furan-3,4-diol 、 (S)-2-Trityloxymethyl-tetrahydro-furan-3,4-diol
  参考文献：
  名称：

  Stereoselective synthesis of l-isonucleosides

  摘要：

  L-Isonucleosides 17 and 19 were stereoselectively synthesised from (S)-glycidol by two different procedures. The key step was the synthesis of a chiral dihydrofuran which was carried out by oxidation/elimination of 8 and by ring-closing metathesis of diene 10. The procedure can be applied to the synthesis of both enantiomers. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00743-3
• 作为产物：
  描述：

  三苯甲基-(R)-缩水甘油醚 在 Grubbs catalyst first generation 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 (R)-2-Trityloxymethyl-2,5-dihydro-furan
  参考文献：
  名称：

  Stereoselective synthesis of l-isonucleosides

  摘要：

  L-Isonucleosides 17 and 19 were stereoselectively synthesised from (S)-glycidol by two different procedures. The key step was the synthesis of a chiral dihydrofuran which was carried out by oxidation/elimination of 8 and by ring-closing metathesis of diene 10. The procedure can be applied to the synthesis of both enantiomers. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00743-3

文献信息

• Stereoselective synthesis of l-isonucleosides
  作者：Sı́lvia Aragonès、Fernando Bravo、Yolanda Dı́az、Ma̱ Isabel Matheu、Sergio Castillón

  DOI：10.1016/s0040-4039(03)00743-3

  日期：2003.5

  L-Isonucleosides 17 and 19 were stereoselectively synthesised from (S)-glycidol by two different procedures. The key step was the synthesis of a chiral dihydrofuran which was carried out by oxidation/elimination of 8 and by ring-closing metathesis of diene 10. The procedure can be applied to the synthesis of both enantiomers. (C) 2003 Elsevier Science Ltd. All rights reserved.