58870-20-5

Upstream product

• 19123-33-2 2β,4a,7-trihydroxy-1-methyl-8-methylene-gibb-3-ene-1α,10β-dicarboxylic acid 10,10'-anhydride 1->4a;1'->4'a-dilactone 
• 77-06-5 (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid 

Relevant academic research and scientific papers

GIBBERELLINE-LXII SYNTHESE VON 7-DESOXYGENIERTEN GIBBERELLIN-A3-VERBINDUNGEN

Reaction sequences leading to GA3 derivatives with stepwise deoxygenated position 7 have been reported.From four different methods studied for the synthesis of GA3-7-alcohols the direct NaBH4-reduction of the anhydrides 5a and 5b has been found to be optimal leading in good yields to 3 and 9, respectively.Oxidation of 3 with the N-chlorosuccinimide-dimethylsulfide complex or pyridinium chlorochromate followed by deacetylation afforded the GA3-7-aldehyde (16).-The partial synthesis of 6β-methyl-7-nor-GA3 (20) has been realized starting from 3 via the iodinemethyl compound 18 and its reduction with (C2H5)3SnH or Na2 to 19 and subsequent saponification.-The structures of the new gibberellin derivatives were determined on the basis of IR, (1)H-NMR and MS data.