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Volumn 11, Issue 10, 2008, Pages 843-847

Synthetic applications of polystyrene-supported 1,1,3,3- tetramethylguanidine

Author keywords

Base; Supported reagents; TMG

Indexed keywords

1,1,3,3 TETRAMETHYLGUANIDINE; BASE; GUANIDINE; GUANIDINE DERIVATIVE; POLYSTYRENE; UNCLASSIFIED DRUG;

EID: 57749108175     PISSN: 13862073     EISSN: None     Source Type: Journal    
DOI: 10.2174/138620708786734253     Document Type: Article
Times cited : (5)

References (32)
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    • (1998) The Combinatorial Index
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    • (1998) Tetrahedron Organic Chemistry Series , vol.17
  • 24
    • 57749118774 scopus 로고    scopus 로고
    • Representative experimental procedure to prepare 3: A kimble vial containing a suspension of 1 g of Merrifield resin (4.0 mmol/g, 2% DVB) in dioxane (3 mL) was vortexed for 5 min. Tetramethylguanidine (3.0 mL, 6 equiv, was added and the mixture was heated at 60°C for 8 h. The slurry was transferred to a fritted polypropylene tube and washed free of the excess reagents using the following sequence of solvents, with intermittent shaking (5 min, THF (2 x 5 mL, DMF (2 x 5 mL, MeOH (2 x 5 mL, H2O (2 x 5 mL, MeOH/THF (1/1, 2 x 5 mL) and DCM (2 x 5 mL, The resin was dried under vacuum and the process (synthesis, washing) was repeated twice. The loading of 3 was found to be superior to 3.90 mmol/g as determined by Cl analysis employing wavelength dispersive X-ray fluorescence spectrometry WD-XRF, 9
    • 9
  • 25
    • 57749119377 scopus 로고    scopus 로고
    • Microscopic X-ray Fluorescence Analysis, Janssens, K. H. A., Adams, F. C. A., Rindby, A., (Eds.), John Wiley & Sons, 2000.
    • Microscopic X-ray Fluorescence Analysis, Janssens, K. H. A., Adams, F. C. A., Rindby, A., (Eds.), John Wiley & Sons, 2000.
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    • Beckhoff, B, Kanngießer, B, Langhoff, N, Wedell, R, Wolff, H, Eds, Springer
    • Handbook of Practical X-ray Fluorescence Analysis. Beckhoff, B., Kanngießer, B., Langhoff, N., Wedell, R., Wolff, H. (Eds.) Springer, 2006.
    • (2006) Handbook of Practical X-ray Fluorescence Analysis
  • 29
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    • Jung, M. E. In Comprehensive Organic Synthesis, (Eds., Trost, B. M., Fleming, I.), Pergamon: Oxford, 1991; Vol. 4, pp. 30-41.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 30-41
    • Jung, M.E.1
  • 32
    • 57749090224 scopus 로고    scopus 로고
    • Spectroscopic data for representative compounds: 2-Morpholino-N-phenyl-acetamide (10a, 1H-NMR (300 MHz, DMSO-d 6, 9.43 (bs, 1H, 7.59 (m, 2H, 7.35-7.16 (m, 3H, 3.18 (s, 2H, 2.77 (t, J, 7.2 Hz, 4H, 2.64 (t, J, 7.2 Hz, 6H, HRMS(EI, C12H16N2O2, calcd for 220.2676, found 220.2911. 2-Diethylamino-N-phenyl-acetamide (10c, 1H-NMR (300 MHz, CDCl3) 9.41 (bs, 1H, 7.56-7.45 (m, 2H, 7.33-7.17 (m, 3H, 3.17 (s, 2H, 2.65 (q, J, 7.2 Hz, 4H, 1.11 (t, J, 7.2 Hz, 6H, HRMS (EI, C12H18N2O, calcd for 206.2841, found 207.3015. 3-(5-Iodo-2-oxo-2H-pyridin-1-yl)-propionic acid methyl ester (17a, 1H-NMR (CDCl3 300 MHz, δ (ppm, 7.67 (d J=2.4 Hz, 1H, 7.38 (dd J=2.4, J=9.5 Hz, 1H, 6.33 (d J=9.5 Hz, 1H, 4.28 (t, J=7.0 Hz, 2H, 3.67 (s, 3H, 2.78 d, J
    • 3O calcd 274.9556, found: 275.9571.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.