(2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran | 1447908-92-0

• 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: (2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran
• 英文别名: tris-O-(3,5-dimethylbenzyl)-D-glucal；(2R,3S,4R)-3,4-bis[(3,5-dimethylphenyl)methoxy]-2-[(3,5-dimethylphenyl)methoxymethyl]-3,4-dihydro-2H-pyran
• CAS: 1447908-92-0
• 化学式: C₃₃H₄₀O₄
• 分子量: 500.678
• InChiKey: UEWDPPXJGWMBSG-SLGZMBILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 caesium carbonate 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 正己烷 、 乙腈 为溶剂， 反应 2.0h， 生成 (2R,3R,4R)-1,3,4-tris[(3,5-dimethylbenzyl)oxy]-5-(3,4-diphenyl-2-furyl)-2-pentanol
  参考文献：
  名称：

  Tandem Suzuki-Miyaura Coupling/Acid-Catalyzed Cyclization between Vinyl Ether Boronates and Vinyl Halides: A Concise Approach to Polysubstituted Furans

  摘要：

  Polysubstituted 2-(omega-hydroxyalkyl)furans were prepared by tandem Suzuki-Miyaura coupling/acid-catalyzed cyclization starting from appropriately substituted 3-haloallylic alcohols and dihydrofuran-, dihydropyran- or glycal-derived pinacol boronates.

  DOI：

  10.1021/ol4014574
• 作为产物：
  描述：

  3,5-二甲基溴苄 、 乙酰化葡萄烯糖 在 四丁基碘化铵 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以46%的产率得到(2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  Tandem Suzuki-Miyaura Coupling/Acid-Catalyzed Cyclization between Vinyl Ether Boronates and Vinyl Halides: A Concise Approach to Polysubstituted Furans

  摘要：

  Polysubstituted 2-(omega-hydroxyalkyl)furans were prepared by tandem Suzuki-Miyaura coupling/acid-catalyzed cyclization starting from appropriately substituted 3-haloallylic alcohols and dihydrofuran-, dihydropyran- or glycal-derived pinacol boronates.

  DOI：

  10.1021/ol4014574

文献信息

• Tandem Suzuki-Miyaura Coupling/Acid-Catalyzed Cyclization between Vinyl Ether Boronates and Vinyl Halides: A Concise Approach to Polysubstituted Furans
  作者：Alexey N. Butkevich、Lieven Meerpoel、Ian Stansfield、Patrick Angibaud、Andrei Corbu、Janine Cossy

  DOI：10.1021/ol4014574

  日期：2013.8.2

  Polysubstituted 2-(omega-hydroxyalkyl)furans were prepared by tandem Suzuki-Miyaura coupling/acid-catalyzed cyclization starting from appropriately substituted 3-haloallylic alcohols and dihydrofuran-, dihydropyran- or glycal-derived pinacol boronates.