(+)-methyl N-benzyloxycarbonyl 6-[difluoro(2-naphthyl)methyl]-4-(tert-butyldimethylsilyloxy)methyl-1,4-dihydropyridin-3-carboxylate | 1235994-65-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (+)-methyl N-benzyloxycarbonyl 6-[difluoro(2-naphthyl)methyl]-4-(tert-butyldimethylsilyloxy)methyl-1,4-dihydropyridin-3-carboxylate
• CAS: 1235994-65-6
• 化学式: C₃₃H₃₇F₂NO₅Si
• 分子量: 593.743
• InChiKey: OTEFPMOAUBYYBB-AREMUKBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.16
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  methyl N-benzyloxycarbonyl 6-[difluoro(2-naphthyl)methyl]-4-(hydroxymethyl)-1,4-dihydropyridin-3-carboxylate 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 (+)-methyl N-benzyloxycarbonyl 6-[difluoro(2-naphthyl)methyl]-4-(tert-butyldimethylsilyloxy)methyl-1,4-dihydropyridin-3-carboxylate 、 (+)-methyl N-benzyloxycarbonyl 6-[difluoro(2-naphthyl)methyl]-4-(tert-butyldimethylsilyloxy)methyl-1,4-dihydropyridin-3-carboxylate
  参考文献：
  名称：

  Tandem Asymmetric Michael Reaction−Intramolecular Michael Addition. An Easy Entry to Chiral Fluorinated 1,4-Dihydropyridines

  摘要：

  A novel one-pot tandem asymmetric Hantzsch-type process has been employed to generate fluorinated 1,4-dihydropyridines (1,4-DHPs) as single diastereoisomers. It involves the condensation of (R)-(+)-allyl p-tolyl sulfoxide, fluorinated nitriles, and alkyl propiolates, giving access to a new family of enantiomerically pure fluorine-containing 1,4-DHPs.

  DOI：

  10.1021/ol101318t