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1-Ethyl 4-(2-oxopropyl) 2-(1,2,3,4-Tetrahydro-1,3-dimethyl-2,4-dioxopyrimidin-5-yl)butanedioate
 
 
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Short Note

Propyl 3-(1,2,3,4-Tetrahydro-1,3,6-trimethyl-2,4-dioxopyrimidin-5-yl)butanoate

Institute of Organic Chemistry, University of Lausanne, BCH, CH-1015 Lausanne-Dorigny, Switzerland
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Author to whom correspondence should be addressed.
Molecules 1997, 2(4), M10; https://doi.org/10.3390/M10
Submission received: 1 February 1997 / Published: 15 April 1997
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Molecules 02 m10 i001
The compound 2 was prepared by the addition of propanol to 1 according to the reported procedure [1].
Propanol (1 ml) was added to a solution of 1 (249 mg, 1 mmol) in CH2Cl2 (5 ml). The mixture was left at r.t. for 30 min. Evaporation of the solvent under reduced pressure afforded the title compound 2, a colourless oil: 249 mg (100 %).
IR (neat): 1728vs, 1692vs, 1640vs, 1480-1420br, 1385s, 1355vs, 1285s, 1258s, 1175vs, 1010vs, 972s, 782s, 755s.
1H-NMR (CDCl3): 3.98 (t, J = 6.8, 2H, CO2CH2Et); 3.46 (s, Me-1'); 3.33 (s, Me-3'); 3.30 (m, 1H, H-3); 3.10 (dd, J = 16.3, 8.9, 1H, H-2); 2.65 (dd, J = 16.3, 5.6, 1H, H-2); 2.36 (s, 3H, Me-6'); 1.60 (m, 2H, OCH2CH2Me); 1.32 (d, J = 6.8, 3H, H-4); 0.90 (t, J = 7.5, CO2CH2CH2CH3).
13C-NMR (CDCl3): 173.3 (CO2CH2CH2CH3), 161.7 (C-4'), 151.9 (C-2'), 147.5 (C-6'), 113.3 (C-5'), 65.6 (CO2CH2CH2CH3), 38.5 (C-2), 32.2 (Me-3'), 30.4 (C-3), 27.7 (Me-1'), 21.8 (CO2CH2CH2CH3), 18.7 (C-4), 16.2 (Me-6'), 10.1 (CO2CH2CH2CH3).
EI-MS: 283 (M+H+, 4), 282 (M+, 4), 223 (21), 207 (13), 196 (25), 195 (50), 194 (32), 182 (51), 181 (76), 179 (17), 124 (11), 94 (6), 69 (3), 56 (100), 55 (5).

Supplementary materials

Supplementary File 1Supplementary File 2

Acknowledgment: 

We thank the Swiss National Foundation for financial support.

References

  1. Zhuo, J.-C.; Wyler, H. Helv. Chim. Acta 1993, 76, 1916. [CrossRef]
  • Sample Availability: Available from MDPI, 0.3g, MDPI 10060.

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MDPI and ACS Style

Zhuo, J.-C.; Wyler, H. Propyl 3-(1,2,3,4-Tetrahydro-1,3,6-trimethyl-2,4-dioxopyrimidin-5-yl)butanoate. Molecules 1997, 2, M10. https://doi.org/10.3390/M10

AMA Style

Zhuo J-C, Wyler H. Propyl 3-(1,2,3,4-Tetrahydro-1,3,6-trimethyl-2,4-dioxopyrimidin-5-yl)butanoate. Molecules. 1997; 2(4):M10. https://doi.org/10.3390/M10

Chicago/Turabian Style

Zhuo, Jin-Cong, and Hugo Wyler. 1997. "Propyl 3-(1,2,3,4-Tetrahydro-1,3,6-trimethyl-2,4-dioxopyrimidin-5-yl)butanoate" Molecules 2, no. 4: M10. https://doi.org/10.3390/M10

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