113009-25-9Relevant articles and documents
AMINOTETRALIN COMPOUNDS AS MU OPIOID RECEPTOR ANTAGONISTS
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Page/Page column 18, (2009/06/27)
The invention provides aminotetralin compounds of formula (I): wherein R1, R2, R3, R4, R5, R6, R7, n, and m are defined in the specification, or a pharmaceutically-acceptable salt thereof, that are antagonists at the mu opioid receptor. The invention also provides pharmaceutical compositions comprising such compounds, methods of using such compounds to treat conditions associated with mu opioid receptor activity, and processes and intermediates useful for preparing such compounds.
Synthesis of 6,6-Pentamethylene-2-aminosuberic Acid. A Key Intermediate in the Synthesis of Dicarba Analogues of Vasopressin Antagonists
Callahan, James F.,Newlander, Kenneth A.,Bryan, Heidemarie G.,Huffman, William F.,Moore, Michael L.,Yim, Nelson C. F.
, p. 1527 - 1530 (2007/10/02)
Two complementary syntheses of the unnatural amino acid, 6,6-cyclopentamethylene-2-aminosuberic acid, Pas (2) are described.The first, starting from methyl cyclohexanecarboxylate (4), yields in ten steps racemic Boc-Pas(OBzl)-OH (3) which is suitably protected for solid phase peptide synthesis.The second method involves the stereospecific synthesis of optically pure Boc-Pas(OBzl)-OH (3L) utilizing the electrochemical coupling, via the Kolbe method of the monobenzyl ester of 1,1-cyclohexanediacetic acid (13) and Boc-L-Glu-OBzl (14).The optical purity of 3L was confirmed by chiral gas chromatographic analysis of its N-pentafluoropropionyl diisopropyl ester derivative 15L.
