(2R,3S,4S)-3,4-epoxy-2-trityloxymethyl-tetrahydrofuran | 602326-51-2

• 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: (2R,3S,4S)-3,4-epoxy-2-trityloxymethyl-tetrahydrofuran
• 英文别名: (1S,2R,5S)-2-(trityloxymethyl)-3,6-dioxabicyclo[3.1.0]hexane
• CAS: 602326-51-2
• 化学式: C₂₄H₂₂O₃
• 分子量: 358.437
• InChiKey: JEPHYONQTOOMEE-XPWALMASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S)-3,4-epoxy-2-trityloxymethyl-tetrahydrofuran 在 sodium azide 、 15-冠醚-5 、 水 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 2-amino-1,4-anhydro-2-deoxy-5-O-trityl-D-arabino-pentitol
  参考文献：
  名称：

  Synthesis of amino-1,4-anhydro-d-pentitols and amino-1,5-anhydro-d-hexitols with the arabino configuration from (R)-glycidol

  摘要：

  2-Amino-1,4-anhydro-pentitol and 3-amino-1,5-anhydro-4-deoxy-hexitol with the arabino configuration were synthesised from (R)-glycidol using a metathesis reaction as the key step. The dihydrofuran or dihydropyran products obtained after the metathesis reaction were subjected to epoxidation, epoxide opening with azide anion and finally azide reduction. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00325-2
• 作为产物：
  描述：

  三苯甲基-(S)-缩水甘油醚 在 Grubbs catalyst first generation 、 正丁基锂 、 乙烯 、 sodium hydride 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 (2R,3S,4S)-3,4-epoxy-2-trityloxymethyl-tetrahydrofuran
  参考文献：
  名称：

  Synthesis of amino-1,4-anhydro-d-pentitols and amino-1,5-anhydro-d-hexitols with the arabino configuration from (R)-glycidol

  摘要：

  2-Amino-1,4-anhydro-pentitol and 3-amino-1,5-anhydro-4-deoxy-hexitol with the arabino configuration were synthesised from (R)-glycidol using a metathesis reaction as the key step. The dihydrofuran or dihydropyran products obtained after the metathesis reaction were subjected to epoxidation, epoxide opening with azide anion and finally azide reduction. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00325-2

文献信息

• Synthesis of amino-1,4-anhydro-d-pentitols and amino-1,5-anhydro-d-hexitols with the arabino configuration from (R)-glycidol
  作者：Sı́lvia Aragonès、Fernando Bravo、Yolanda Dı́az、Ma̱ Isabel Matheu、Sergio Castillón

  DOI：10.1016/s0957-4166(03)00325-2

  日期：2003.7

  2-Amino-1,4-anhydro-pentitol and 3-amino-1,5-anhydro-4-deoxy-hexitol with the arabino configuration were synthesised from (R)-glycidol using a metathesis reaction as the key step. The dihydrofuran or dihydropyran products obtained after the metathesis reaction were subjected to epoxidation, epoxide opening with azide anion and finally azide reduction. (C) 2003 Elsevier Science Ltd. All rights reserved.