821-57-8Relevant academic research and scientific papers
Solid-state chlorodecarboxylation of mono- and dicarboxylic acids with the Pb(OAc)4-MCl system
Nikishin,Sokova,Chizhov,Makhaev,Kapustina
, p. 2200 - 2204 (2007/10/03)
Solid state reactions of acids RCOOH (R = n-C7H15, BuC(Et)H, n-C9H19, PhCH2, PhCH 2CH2, H2C=CH(CH2)8, or MeOOC(CH2)3) with Pb(OAc)4 combined with KCl, NaCl, CdCl2, or NH4Cl in the absence of a solvent and without mechanical activation afford chlorohydrocarbons RCl. The corresponding reactions of acids HOOC(CH2)nCOOH (n = 3-6) give dichloroalkanes Cl(CH2)nCl and γ-butyrolactone (n = 3).
Solid-phase reactions of alkanedicarboxylic acids with the Pb(OAc) 4-NH4Cl system
Nikishin, Gennady I.,Sokova, Lyubov L.,Makhaev, Viktor D.,Kapustina, Nadezhda I.
, p. 264 - 265 (2007/10/03)
The title reactions of HOOC(CH2)nCOOH acids afford α,ω-dichloroalkanes (n = 3, 4, 6) and lactones (n = 3, 4) as the main products.
A new approach to the synthesis of cilastatin, an inhibitor of renal dipeptidase
Vinogradov, M. G.,Kaigorodova, L. N.,Chel'tsova-Bebutova, G. V.,Gorshkova, L. S.,Starostin, E. K.,et al.
, p. 167 - 171 (2007/10/02)
A convenient preoarative synthesis of cilastatin, an inhibitor of renal dipeptidase used in drugs with the antibiotic imipenem, has been elaborated.The key intermediate in this synthesis is 2-amino-7-chloroheptanoic acid prepared by oxidative cleavage of cycloheptanone followed by bromination of 7-chloroheptanoyl chloride with subsequent amination of the 2-bromo-7-chloroheptanoic acid thus formed.All of the stages of the new synthesis are easily performed, as is the isolation of the intermediate products, and they do not require any organometallic reagents. - Key words: cilastatin, (R)-cysteine, 7-chloroheptanoic acid, 2-amino-7-chloro-2-heptenoic acid, 2,2-dimethylcyclopropanecarbonyl chloride; oxidation, bromination, amination, cyclopropanation.
