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Volumn , Issue 12, 2007, Pages 1893-1896

Synthesis of new chiral 4,5,6,7-tetrahydro[1,2,3]triazolo[1,5-a]pyrazines from α-amino acid derivatives under mild conditions

Author keywords

amino acid; 1,2,3 triazole; 1,3 dipolar cycloaddition; Click chemistry; Pyrazine

Indexed keywords

4,5,6,7 TETRAHYDRO[1,2,3]TRIAZOLO[1,5-A]PYRAZINE DERIVATIVE; ALPHA AMINO ACID; PYRAZINE DERIVATIVE; SOLVENT; TRIAZOLE; UNCLASSIFIED DRUG;

EID: 34547626838     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-984537     Document Type: Article
Times cited : (28)

References (56)
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    • Analytical and Spectral Data Compound 3a: [α] D25 -47.76 (c 1.2, CHCl3, IR (CHCl 3, 3023, 1696, 1497, 1223 cm-1. 1H NMR (200 MHz, CDCl3, δ, 0.92 (d, 3 H, J, 6.6 Hz, 0.99 (d, 3 H, J, 6.5 Hz, 1.50 (s, 9 H, 1.53-1.65 (m, 1 H, 4.22 (dd, 1 H, J, 14.0, 4.5 Hz, 4.33 (m, 2 H, 4.76 (d, 1 H, J, 12.5 Hz, 5.13 (m, 1 H, 7.53 (s, 1 H, 13C NMR (50 MHz, CDCl3, δ, 18.7, 19.5, 26.6, 27.8, 36.1, 46.3, 54.3, 55.6, 80.6, 128.6, 128.9, 153.8. ESI-MS: m/z, 267 [M, H, Anal. Calcd, ) for C 13H22N4O2: C, 58.62; H, 8.33; N, 21.04. Found: C, 58.51; H, 8.47; N, 20.88. Compound 3c: [α] D25 -40.21 (c 1.1, CHCl3, IR (CHCl 3, 2980, 1697, 1395, 1218, 1167 cm-1. 1H NMR 400 MHz, CDCl
    • 4: C, 58.52; H, 7.37; N, 34.12. Found: C, 58.37; H, 7.11; N, 33.98.
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    • X-ray intensity data was collected on Bruker SMART APEX CCD diffractometer with graphite-monochromated (MoKα, 0.71073 Å) radiation at r.t. All the data were corrected for Lorentzian, polarization and absorption effects using Bruker's SAINT and SADABS programs. SHELX-97 (ShelxTL)25 was used for structure solution and full matrix least squares refinement on F2. Hydrogen atoms were included in the refinement as per the riding model
    • 2. Hydrogen atoms were included in the refinement as per the riding model.
  • 56
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    • Crystallographic data for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 633496 for 3i. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK [fax: +44(1223)336033; or e-mail: deposit@ccdc.cam.ac.uk
    • Crystallographic data for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 633496 for 3i. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK [fax: +44(1223)336033; or e-mail: deposit@ccdc.cam.ac.uk].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.