907561-24-4Relevant academic research and scientific papers
Undesired versus designed enzymatic cleavage of linkers for liver targeting
Chirapu, Srinivas R.,Bauman, Jonathan N.,Eng, Heather,Goosen, Theunis C.,Strelevitz, Timothy J.,Sinha, Subhash C.,Dow, Robert L.,Finn
, p. 1144 - 1147 (2014/03/21)
A design for the selective release of drug molecules in the liver was tested, involving the attachment of a representative active agent by an ester linkage to various 2-substituted 5-aminovaleric acid carbamates. The anticipated pathway of carboxylesterase-1-mediated carbamate cleavage followed by lactamization and drug release was frustrated by unexpectedly high sensitivity of the ester linkage toward hydrolysis by carboxylesterase-2 and other microsomal components.
An aza-enolate alkylation strategy for the synthesis of α-alkyl-δ-amino esters and α-alkyl valerolactams
Taylor, Piers J. M.,Bull, Steven D.,Andrews, Philip C.
, p. 1347 - 1350 (2007/10/03)
Alkylation of the aza-enolate of valerolactim methyl ether with electrophiles affords α-alkyl lactims that may be hydrolysed under mild acidic conditions to afford their corresponding α-alkyl-δ-amino esters as their hydrochloride salts. Neutralisation of these salts with base results in smooth intramolecular cyclisation to afford their corresponding α-alkyl lactams in excellent yield. Georg Thieme Verlag Stuttgart.
