Download (6Mb) - Etheses - Saurashtra University

Chapter-5
Synthesis of highly substituted pyrroles
tert-butyl 2-((4R,6R)-6-(2-(2-cyclopropyl-3-((2,5-dimethylphenyl)carbamoyl)-5-
(4-fluorophenyl)-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)
acetate AS-27. White solid, mp 210-212 ° C; R f 0.38 (9:1 Chloroform: Methanol); IR
(KBr): 3440, 3053, 2987, 2951, 2868, 1746, 1687, 1554, 1571, 1445, 1268, 1061,
1067, 856, 859, 774, 752, 722 cm -1 ; MS (m/z): 680 [M + ]; Anal. Calcd for
C 42 H 49 FN 2 O 5 : C, 74.09; H, 7.25; N, 4.11; Found: C, 74.13; H, 7.28; N, 4.12.
tert-butyl 2-((4R,6R)-6-(2-(3-((3-chloro-4-fluorophenyl)carbamoyl)-2-cyclopropyl
-5-(4-fluorophenyl)-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)
acetate AS-28. White solid, mp 169-171 ° C; R f 0.47 (9:1 Chloroform: Methanol); IR
(KBr): 3428, 3041, 2965, 2997, 2885, 1726, 1675, 1566, 1587, 1464, 1278, 1072,
1052, 836, 775, 759, 713 cm -1 ; MS (m/z): 680 [M + ]; Anal. Calcd for C 40 H 43 ClF 2 N 2 O 5 :
C, 68.12; H, 6.15; N, 3.97; Found: C, 68.13; H, 6.18; N, 4.01.
tert-butyl 2-((4R,6R)-6-(2-(2-cyclopropyl-3-((3,4-dichlorophenyl)carbamoyl)-5-(4-
fluorophenyl)-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)
acetate AS-29. White solid, mp 133-135 ° C; R f 0.35 (9:1 Chloroform: Methanol); IR
(KBr): 3472, 3120, 3073, 2975, 2985, 2879, 1763, 1665, 1581, 1553, 1468, 1276,
1079, 1045, 842, 771, 768, 729 cm -1 ; MS (m/z): 720 [M + ]; Anal. Calcd for
C 40 H 43 Cl 2 FN 2 O 5 : C, 66.57; H, 6.01; N, 3.88; Found: C, 66.49; H, 6.10; N, 3.95.
tert-butyl 2-((4R,6R)-6-(2-(2-cyclopropyl-3-((2,3-dimethylphenyl)carbamoyl)-5-
(4-fluorophenyl)-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)
acetate AS-30. White solid, mp 123-125 ° C; R f 0.40 (9:1 Chloroform: Methanol); IR
(KBr): 3423, 3039, 2948, 2981, 2865, 1769, 1678, 1547, 1587, 1443, 1278, 1064,
1045, 864, 752, 768, 718 cm -1 ; MS (m/z): 680 [M + ]; Anal. Calcd for C 42 H 49 FN 2 O 5 : C,
74.09; H, 7.25; N, 4.11; Found: C, 74.13; H, 7.28; N, 4.12.
Department of Chemistry, Saurashtra University, Rajkot-360005 187