Asymmetric hetero-Diels-Alder reactions: X-ray structures of three novel chiral dihydropyrimidines |
| |
Authors: | Mark C. Elliott David E. Hibbs David S. Hughes Michael B. Hursthouse Elbertus Kruiswijk K. M. Abdul Malik |
| |
Affiliation: | (1) Department of Chemistry, University of Wales Cardiff, Park Place, P.O. Box 912, Cardiff, CF1 3TB, U.K |
| |
Abstract: | Three novel dihydropyrimidine compounds N8,6-di(4-nitrophenyl)-(3R)-ethyl-(7R)-methyl-5-oxo-2,3,6,7-tetrahydrooxazolo[3,2,c] pyrimidine-8-carboxamide (2), N8,6-di((4-methylphenyl)-sulfonyl)-(3R)-ethyl-5-oxo-(7R)-phenyl-2,3,6,7-tetrahydrooxazolo [3,2,c]pyrimidine-8-carboxamide (3) and N8,6-di ((4-methylphenyl)sulfonyl)-(3R)-ethyl-(7R)-methyl-5-oxo-2,3,6,7-tetrahydrooxazolo[3,2,c] pyrimidine-8-carboxamide (4) have been prepared (from 2-amino-1-butanol of 64.4% e.e.) and structurally characterized by X-ray crystallography. All three compounds contain stereogenic centers, but the crystal of (2) chosen was found to be racemic whilst those of (3) and (4) were found to be homochiral. Compound (2) crystallizes in the monoclinic space group P21/c, with a = 17.958(4), b = 12.431(2), c = 9.653(2) Å, = 96.20(3)°, U = 2142.3(7) Å3, Z = 4, and Dc = 1.449 g cm–3. Compounds (3) and (4) both crystallize in the monoclinic space group P21, with a = 9.349(2), b = 5.824(5), c = 26.513(8) Å, = 99.43(2)°, U = 1424.1(13) Å3, Z = 2 and Dc = 1.389 g cm–3 for (3), and a = 5.9526(9), b = 16.3521(10), c = 13.2263(11) Å, = 92.81(12)°, U = 1285.9(2) Å3, Z = 2 and Dc = 1.378 g cm–3 for (4). |
| |
Keywords: | Pyrimidine carboxamide sulfonyl chiral crystal structure |
本文献已被 SpringerLink 等数据库收录! |
|