(1S,4R,6S,7S)-6-((tert-butyldimethylsilyl)oxy)-4,7-dimethyl-3-(phenylsulfonyl)cyclohept-2-en-1-ol | 1171091-34-1

• 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: (1S,4R,6S,7S)-6-((tert-butyldimethylsilyl)oxy)-4,7-dimethyl-3-(phenylsulfonyl)cyclohept-2-en-1-ol
• CAS: 1171091-34-1
• 化学式: C₂₁H₃₄O₄SSi
• 分子量: 410.65
• InChiKey: WPEXOVZXMDWGOZ-JFRXWTBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  [(1S,2S,3S,7S)-6-(benzenesulfonyl)-2-methyl-8-oxabicyclo[5.1.0]oct-5-en-3-yl]oxy-tert-butyl-dimethylsilane 、 Dimethylzinc 在 dilithium tetrachlorocuprate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以75%的产率得到(1S,4R,6S,7S)-6-((tert-butyldimethylsilyl)oxy)-4,7-dimethyl-3-(phenylsulfonyl)cyclohept-2-en-1-ol
  参考文献：
  名称：

  Reagent-Directed Allylic Quadraselection. Chemoselective Anti- and Syn-Lawton S_N2′ Methylation of Seven-Membered Epoxyvinylsulfones

  摘要：

  Methods have been developed for regio- and stereoselective 1,4-syn or 1,4-anti methylation of seven-membered epoxyvinylsulfones. 1,4-Syn addition is achieved via the combination of Me2Zn and catalytic Li2CuCl4, a hitherto unexplored reagent combination. The complementary 1,4-anti addition relies on Cu(I) catalyzed methyl Grignard addition or (CH3)(3)Al assisted CH3Cu addition. The methods described were assayed on four diastereomeric stereodiads and on their parent epoxide.

  DOI：

  10.1021/ja9017557