(+)-2-epi-blastmycinone | 27981-25-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+)-2-epi-blastmycinone
• 英文别名: α-n-Butyl-β-isovaleryloxy-γ-valerolacton；[(2S,3R,4S)-4-butyl-2-methyl-5-oxooxolan-3-yl] 3-methylbutanoate
• CAS: 27981-25-5；31203-09-5；41955-06-0；42246-63-9；42246-66-2；42246-67-3；53447-17-9；53447-19-1；53494-50-1；56271-01-3；56271-02-4；56271-03-5；92469-64-2；110612-44-7
• 化学式: C₁₄H₂₄O₄
• 分子量: 256.342
• InChiKey: PCOOFQWEKVUBNN-GVXVVHGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  α-n-Butyl-β-hydroxy-γ-valerolakton 、 异戊酰氯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以44%的产率得到(+)-blastmycinone
  参考文献：
  名称：

  Donor–Acceptor Substituted Cyclopropane to Butanolide and Butenolide Natural Products: Enantiospecific First Total Synthesis of (+)-Hydroxyancepsenolide

  摘要：

  An oxygen substituted donoracceptor cyclopropane (DAC) is used as a common intermediate in the enantiospecific collective total synthesis of butanolide- and butenolide-based natural products like (+)-juruenolide C and D, (+)-blastmycinone, (+)-antimycinone, and (+)-ancepsenolide. Enantiospecific first total syntheses of (+)-hydroxyancepsenolide and its acetate are achieved confirming their absolute stereochemistry.

  DOI：

  10.1021/ol503246k

文献信息

• Donor–Acceptor Substituted Cyclopropane to Butanolide and Butenolide Natural Products: Enantiospecific First Total Synthesis of (+)-Hydroxyancepsenolide
  作者：Santosh J. Gharpure、Laxmi Narayan Nanda、Manoj Kumar Shukla

  DOI：10.1021/ol503246k

  日期：2014.12.19

  An oxygen substituted donoracceptor cyclopropane (DAC) is used as a common intermediate in the enantiospecific collective total synthesis of butanolide- and butenolide-based natural products like (+)-juruenolide C and D, (+)-blastmycinone, (+)-antimycinone, and (+)-ancepsenolide. Enantiospecific first total syntheses of (+)-hydroxyancepsenolide and its acetate are achieved confirming their absolute stereochemistry.