Hashem Sharghi et al.
FULL PAPERS
7-Acetyl-16-methyl-5,6,7,8,9,10-hexahydro-2H,18H-
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chromenoACHTUNGTRENNUNG[7,8-b][1,4,7,10,13]dioxatriazacyclopentadecine-
3,11,18(4H,12H)-trione (52): Compound 52 was obtained as
ACHTUNGTRENNUNG
colourless solid; yield: 89%, after purification by plate chro-
matography, eluted with n-hexane/ethanol (10/3). Com-
pound 52: mp 278–2808C; IR (KBr); u=3403, 3373, 2938,
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1
1715, 1674, 1640, 1606, 1535, 1109, 1020, 560 cmÀ1; H NMR
(250 MHz, CDCl3): d=2.00–2.20 (m, 3H), 2.40 (d, 3H, J=
1.0 Hz), 3.38–3.72 (m, 8H), 4.560–4.78 (m, 4H), 6.21 (s, 1H),
6.84 (d, 1H, J=8.2 Hz), 6.9 (s, 1H), 7.37(d, 1H, J=8.2 Hz),
8.16 (s, 1H); 13C NMR (62.9 MHz, DMSO-d6): d=18.2, 21.6,
22.2, 45.5, 46.5, 49.06, 49.8, 68.3, 72.8, 73.3, 109.7, 110.1,
111.9, 120.9, 137.7, 149.1, 151.8, 153.5, 165.7, 167.1, 168.8,
171.5; MS: m/z (%)=419 (M+ +2, 1.6), 418 (M+ +1, 3.7),
417 (M+, 4.6), 374 (4.8), 346 (6.4), 306 (34.9), 249 (22.7), 232
(30.1), 205 (38.4), 176 (13.4), 155 (24.1), 113 (55.7), 85
(80.2), 56 (100.0); anal. calcd. for C20H23N3O7 (417.15): C
57.55, H 5.55; found: C 57.51, H 5.58.
7-Benzoyl-16-methyl-5,6,7,8,9,10-hexahydro-2H,18H-
chromenoACHTUNGTRENNUNG[7,8-b][1,4,7,10,13]dioxatriazacyclopentadecine-
3,11,18(4H,12H)-trione (56): Compound 56 was obtained as
ACHTUNGTRENNUNG
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colourless solid; yield: 87%, after purification by plate chro-
matography, eluted with n-hexane/ethanol (10/3). Com-
pound 56: mp 278–2808C; IR (KBr): u=3515, 3423, 3226,
1741, 1694, 1664, 1622, 1602, 1368, 1219, 1105, 1100, 843,
1
554 cmÀ1; H NMR (250 MHz, CDCl3): d=2.43 (d, 3H, J=
1.0 Hz), 3.64–3.75 (m, 8H), 4.37 (s, 2H), 4.85 (s, 2H), 6.20
(s, 1H), 6.88 (d, 1H, J=8.75 Hz), 7.26–7.43 (m, 7H), 8.07 (s,
1H); 13C NMR (62.9 MHz, CDCl3): d=18.8, 30.9, 37.1, 67.9,
73.6, 108.6, 113.4, 116.2, 120.7, 121.4, 126.5, 130.1, 135.5,
152.3, 166.6, 174.8; MS: m/z (%)=480 (M+ +1, 1.5), 479
(M+, 2.0), 422 (0.8, 1.4), 396 (3.0), 374 (3.8), 345 (3.1), 306
(3.3), 287 (4.4), 249 (6.1), 232 (7.5), 173 (15.3), 105 (100.0),
77 (49.8), 56 (32.7); anal. calcd. for C25H25N3O7 (479.17): C
62.62, H 8.26; found: C 62.65, H 8.21.
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Acknowledgements
We gratefully acknowledge the support of this work by the
Shiraz University Research Council. We are also grateful to
Mr. H. Sajedian Fard for helpful cooperation.
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