910215-33-7Relevant academic research and scientific papers
A Common Synthetic Protocol for the Cyclic and Acyclic Core of Migrastatin, Isomigrastatin, and Dorrigocin via a Chiral β-Hydroxy-γ-butyrolactone Intermediate
Gade, Narendar Reddy,Iqbal, Javed
, p. 6558 - 6564 (2014)
A facile synthetic route has been developed for the synthesis of the cyclic and acyclic cores of migrastatin, isomigrastatin, and dorrigocin. The common synthetic route goes via a β-hydroxy-γ-butyrolactone intermediate that is obtained by a PdII-catalysed asymmetric allylic intramolecular cyclization of 3-hydroxy-2-methylhex-5-enoic acid following a protocol developed by White and coworkers. The synthesis of a key intermediate chiral β-hydroxy-γ-butyrolactone (A) by PdII-catalysed stereoselective allylic C-H oxidation is reported. A common synthetic route to transform this intermediate into key building blocks for the synthesis of migrastatin family members has been developed.
A stereoselective synthesis of the macrolide core of migrastatin
Das, Parthasarathi,Saibaba, Vobbalareddy,Kumar, Chetlur Kiran,Mahendar, Velisoju
, p. 445 - 451 (2008/09/20)
A concise and efficient synthesis of the macrolide core of migrastatin, an antimetastatic agent, is reported. In this synthetic protocol, the key intermediate (4R,5S,6S)-6-methoxy-5-(4-methoxybenzyloxy)-2,4-dimethylocta-2,7- dien-1-ol is obtained after di
