57115-38-5Relevant academic research and scientific papers
Synthesis and Analgesic Activity of Pemedolac (cis-1-Ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyranoindole-1-acetic Acid)
Katz, Alan H.,Demerson, Christopher A.,Shaw, Chia-Cheng,Asselin, Andre A.,Humber, Leslie G.,et al.
, p. 1244 - 1250 (1988)
The synthesis of cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyranoindole-1-acetic acid, pemedolac (USAN), is described.This compound has been found to be a potent analgesic agent in primary screening.Pemedolac has been resolved and the active (+)-enantiomer assigned a 1S,4R absolute configuration on the basis of a crystallographic analysis of its (S)-(-)-borneol ester.
Silver(I)- or copper(II)-mediated dearomatization of aromatic ynones: Direct access to spirocyclic scaffolds
James, Michael J.,Cuthbertson, James D.,O'Brien, Peter,Taylor, Richard J. K.,Unsworth, William P.
supporting information, p. 7640 - 7643 (2015/06/25)
A high-yielding silver(I)- or copper(II)-catalyzed dearomatizing spirocyclization strategy allows the conversion of simple aromatic compounds that contain ynone substituents, including indole, anisole, pyrrole, and benzofuran derivatives, into functionalized spirocyclic scaffolds. A high-yielding asymmetric variant furnishes spirocyclic indolenines in up to 89:11 e.r. Dearomatization: Simple achiral aromatic compounds that contain ynone substituents, including indole, anisole, pyrrole, and benzofuran derivatives, can be converted into complex chiral spirocyclic scaffolds. The silver(I)-catalyzed dearomatizing spirocyclization typically provides the products in more than 95 % yield and up to 89:11 e.r.
Production of substituted 1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acids
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, (2008/06/13)
Process for the production of substituted 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acids having useful analgesic and anti-inflammatory activity.
