N-[4-[[(4R)-6-bromo-2,2-dimethyl-5'-oxospiro[3H-chromene-4,2'-morpholine]-4'-yl]methyl]phenyl]methanesulfonamide | 1129996-38-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-[4-[[(4R)-6-bromo-2,2-dimethyl-5'-oxospiro[3H-chromene-4,2'-morpholine]-4'-yl]methyl]phenyl]methanesulfonamide
• CAS: 1129996-38-8
• 化学式: C₂₂H₂₅BrN₂O₅S
• 分子量: 509.421
• InChiKey: CEHNSDVQCMHROU-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  93.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4'-(4-methanesulphonamidobenzyl)-6-bromo-2,2-dimethyl-2,3-dihydro-5'H-spiro[chromen-4,2'-[1,4]oxazinan] 5'-one 在 Chiralpak IA chiral stationary phase 作用下， 生成 N-[4-[[(4R)-6-bromo-2,2-dimethyl-5'-oxospiro[3H-chromene-4,2'-morpholine]-4'-yl]methyl]phenyl]methanesulfonamide 、 N-[4-[[(4S)-6-bromo-2,2-dimethyl-5'-oxospiro[3H-chromene-4,2'-morpholine]-4'-yl]methyl]phenyl]methanesulfonamide
  参考文献：
  名称：

  Enantioselectivity in Cardioprotection induced by (S)- (−)-2,2-Dimethyl-N-(4′-acetamido-benzyl)-4-spiromorpholone-chromane

  摘要：

  This work aimed to determine the enantioselectivity in cardioprotection induced by the racemic mixture of the "archetype" la of a new class of spirocyclic-benzopyran derivatives. The racemate was resolved by HPLC and the absolute configuration was accomplished by a combined strategy based on single-crystal X-ray diffraction and circular dichroism methods. The (S)-(-)-1a enantiomer, evaluated for its anti-ischermic activity, showed significant cardioprotective effects, whereas the (R)-(+)-1a enantiomer was completely lacking in anti-ischemic effects.

  DOI：

  10.1021/jm801459f