Chem. J. Chinese Universities ›› 1995, Vol. 16 ›› Issue (9): 1420.

• Articles • Previous Articles     Next Articles

Study of Syntheses of Ligustilid and (±)-Sedenenolide

LI Shao-Bai, ZHANG Shao-Ming, LI Yu-Lin   

  1. State Key Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry, Lanzhou University, Lanzhou, 730000
  • Received:1994-08-25 Revised:1995-05-24 Online:1995-09-24 Published:1995-09-24

Abstract: Z-Ligustilide (1) and sedenenolide (2)are important naturally 3-alkylphthalide analogues occurring in many plants belonging to the Umbelliferae.They have antispasmodic antiasthmatic and smooth muscle relaxing activities.Herein the synthesis of(±)-sedenenolide (2) is described,starting from phthlic anhydride as starting material,The key step in the synthesis is the Birch reduction of 3Z-butylidenephthalide, 3-methyloxy-3-butylphthalide (4)and methyl o-valerybenzoate(3).The yield in this step is 44%-60%. The synthesis of ligustilide (1) was studied.

Key words: Ligustilide, Sedenenolide, 3Z-Butylidenephthalide

TrendMD: