10318-17-9Relevant articles and documents
Synthesis of chloramphenicol conjugate with fullerene C60
Torosyan,Mikheev,Biglova, Yu. N.,Miftakhov
, p. 587 - 589 (2016)
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Enzymatic regioselective production of chloramphenicol esters
Bizerra, Ayla M.C.,Montenegro, Tasso G.C.,Lemos, Telma L.G.,De Oliveira, Maria C.F.,De Mattos, Marcos C.,Lavandera, Iván,Gotor-Fernández, Vicente,De Gonzalo, Gonzalo,Gotor, Vicente
supporting information; experimental part, p. 2858 - 2862 (2011/05/12)
An enzymatic study has been performed in the search for synthetic routes to produce chloramphenicol derivatives through regioselective processes using lipases. Complementary transesterification and hydrolytic reactions have been carried to synthesize chloramphenicol regioisomers. Reaction parameters, such as biocatalyst, solvent, acyl donor, and temperature have been optimised in order to obtain chloramphenicol esters with high yields through acylation processes. Scale-up of the enzymatic reactions (1 g-scale at 0.25 M) and catalyst recycling (up to 10 cycles) have been successfully achieved. Furthermore, monoacylated derivatives at the more hindered secondary position could also be obtained employing hydrolysis processes.
REGIOSELECTIVE ACYLATIVE CLEAVAGE OF CYCLIC FORMAL OF CHLORAMPHENICOL
Hazra, B. G.,Pore, V. S.,Maybhate, S. P.,Natekar, M. V.,Rao, A. S.
, p. 1763 - 1770 (2007/10/02)
The amide 6 has been synthesised by reacting the amine 3 with dichloroketene in situ.This amide 6 on nitration gave formal 7, which when reacted with acetic anhydride and p-toluene sulfonic acid underwent regioselective cleavage of the dioxane ring to furnish the hemiacetal 11.This on treatment with methanol-water-ammonia yielded chloramphenicol 2.
