[(2R,3aR,4R,6R,6aR)-2-(2-bromophenyl)-6-[[ethenyl(diphenyl)silyl]oxymethyl]-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl] 3-fluorobenzoate | 906640-40-2

• 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,3aR,4R,6R,6aR)-2-(2-bromophenyl)-6-[[ethenyl(diphenyl)silyl]oxymethyl]-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl] 3-fluorobenzoate
• CAS: 906640-40-2
• 化学式: C₃₃H₂₈BrFO₆Si
• 分子量: 647.57
• InChiKey: AIIKDFKQLDXMOZ-XSYRSRAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(2R,3aR,4R,6R,6aR)-2-(2-bromophenyl)-6-[[ethenyl(diphenyl)silyl]oxymethyl]-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl] 3-fluorobenzoate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 氯苯 为溶剂， 反应 6.0h， 生成 [(2R,3aS,4S,6R,6aR)-2,2',2'-triphenylspiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-4,5'-oxasilinane]-6-yl] 3-fluorobenzoate
  参考文献：
  名称：

  Radical Reactions with 2-Bromobenzylidene Group, a Protecting/Radical-Translocating Group for the 1,6-Radical Hydrogen Transfer Reaction

  摘要：

  The 2-bromobenzylidene group, designed as a novel protecting/radical-translocating (PRT) group, proved to be effective for an unusual 1,6-hydrogen transfer reaction. Using this PRT group, 4-branched ribose derivatives were stereoselectively prepared.

  DOI：

  10.1021/ol061162o
• 作为产物：
  描述：

  间氟苯甲酸 在 4-二甲氨基吡啶 、 氟化铵 、 偶氮二甲酸二异丙酯 、 三乙胺 、 三苯基膦 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 49.5h， 生成 [(2R,3aR,4R,6R,6aR)-2-(2-bromophenyl)-6-[[ethenyl(diphenyl)silyl]oxymethyl]-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl] 3-fluorobenzoate
  参考文献：
  名称：

  Radical Reactions with 2-Bromobenzylidene Group, a Protecting/Radical-Translocating Group for the 1,6-Radical Hydrogen Transfer Reaction

  摘要：

  The 2-bromobenzylidene group, designed as a novel protecting/radical-translocating (PRT) group, proved to be effective for an unusual 1,6-hydrogen transfer reaction. Using this PRT group, 4-branched ribose derivatives were stereoselectively prepared.

  DOI：

  10.1021/ol061162o

文献信息

• Radical Reactions with 2-Bromobenzylidene Group, a Protecting/Radical-Translocating Group for the 1,6-Radical Hydrogen Transfer Reaction
  作者：Natsumi Sakaguchi、Shinpei Hirano、Akira Matsuda、Satoshi Shuto

  DOI：10.1021/ol061162o

  日期：2006.7.1

  The 2-bromobenzylidene group, designed as a novel protecting/radical-translocating (PRT) group, proved to be effective for an unusual 1,6-hydrogen transfer reaction. Using this PRT group, 4-branched ribose derivatives were stereoselectively prepared.