55873-60-4Relevant academic research and scientific papers
The esterification of gibberellins with dimethylformamide dimethyl acetal (DMFDMA)
Ali, Muhammad Shaiq,Hanson, James R.,Ahmad, Viqar Uddin
, p. 1237 - 1244 (1997)
The key step is to prepare rare gibberellins by converting the more readily available gibberellins (GA3, GA4, GA7 and GA13) into their methyl esters. The DMFDMA is employed as an esterifying reagent to avoid the diazomethane due to its toxic, explosive and hazardous nature. It is observed that DMFDMA apart from esterification can also be used as acetylating and epimerizing reagent.
The Partial Synthesis of 6-epi-Gibberellin A13 and 6-epi-Gibberellin A25 Derivatives
Fraga, Braulio M.,Hernandez, Melchor G.,Tellado, Fernando G.
, p. 21 - 24 (2007/10/02)
The preparation of 6-epi-GA13 and 6-epi-GA25 derivatives has been carried out from GA13 by epimerization at C-6 through an internal C-7,C-20 anhydride.
Transannular Participation of Some C-19 Esters in Reactions at C-20 of Gibberellin A13
Frada, Braulio M.,Gonzalez, Antonio G.,Hernandez, Melchior G.,Tellado, Fernando G.,Hanson, James R.,Hitchcock, Peter B.
, p. 2740 - 2745 (2007/10/02)
Methanolysis or sodium borohydride reduction of the 3-acetoxy-7,19-dimethyl ester of gibberellin A13 20-toluene-p-sulphonyl anhydride afforded, respectively, the unusual 19-orthoester or epimeric 19-acetals as the major products rather than the products of simple displacement of the 20-toluene-p-sulphonoxy-group.The structure of the 19-orthoester was proven by X-ray analysis.
