(S)-2-O-allyl-1-O-benzyl-but-3-en-1,2-diol | 602326-50-1

• 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: (S)-2-O-allyl-1-O-benzyl-but-3-en-1,2-diol
• 英文别名: [[[(2S)-2-(2-Propen-1-yloxy)-3-buten-1-yl]oxy]methyl]benzene；[(2S)-2-prop-2-enoxybut-3-enoxy]methylbenzene
• CAS: 602326-50-1
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: RQRJPKDVAMTODZ-AWEZNQCLSA-N

物化性质

• 沸点：
  295.9±28.0 °C(Predicted)
• 密度：
  0.971±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  (S)-2-O-allyl-1-O-benzyl-but-3-en-1,2-diol 在 Grubbs catalyst first generation 、 乙烯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以90%的产率得到(S)-2-(benzyloxymethyl)-2,5-dihydrofuran
  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：

  (S)-苄氧甲基环氧乙烷 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.5h， 生成 (S)-2-O-allyl-1-O-benzyl-but-3-en-1,2-diol
  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.