118115-87-0Relevant academic research and scientific papers
Compounds with Bridgehead Nitrogen. Part 54. The Stereochemistry of some Derivatives of Perhydrothiazolopyridine and the Synthesis of 9-Methylperhydro-3,8-methano-1,3-thiazocines
Crabb, Trevor A.,Trethewey, Andrew N.,Takeuchi, Yoshito
, p. 1173 - 1178 (1988)
The position of conformational equilibria (CDCl3 solution; 298 K) of perhydrothiazolopyridine and the corresponding 6-ethyl-substituted derivatives have been determined by (1)H and (13)C n.m.r. spectroscopy.The reported synthesis of the 1-methylperhydrothiazolopyridines via 1-bromo-1-(2-piperidyl)ethane hydrobromide gave in addition the isomeric 9-methylperhydro-3,8-methano-1,3-thiazocines.Contrary to an earlier report trans-(1H,8aH)-1-methylperhydrothiazolopyridine was found to adopt an 87percent trans-fused 13percent cis-fused conformational equilibrium (CDCl3; 193 K).
