armando mateus pomini - Biblioteca do Instituto de QuÃmica - Unicamp
armando mateus pomini - Biblioteca do Instituto de QuÃmica - Unicamp
armando mateus pomini - Biblioteca do Instituto de QuÃmica - Unicamp
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PARTE EXPERIMENTAL7' 5'O O3'8' 6' 4' 2'1'NH4 53 1 2HO(S)-N-(3-oxo-octanoil)-homosserina lactona. Rendimento global: 38,7 %. Osda<strong>do</strong>s <strong>de</strong> CG-EM, RMN <strong>de</strong> 1 H e 13 C são idênticos aos obti<strong>do</strong>s para a (±)-N-(3-oxo-octanoil)-HSL. [α] 20 D –17º (c. 0,53 MeOH).O7' 5'O O3'8' 6' 4' 2'1'NH4 5312HO(R)-N-(3-oxo-octanoil)-homosserina lactona. Rendimento global: 67,3 %.Os da<strong>do</strong>s <strong>de</strong> CG-EM, RMN <strong>de</strong> 1 H e 13 C são idênticos aos obti<strong>do</strong>s para a (±)-N-(3-oxo-octanoil)-HSL. [α] 20 D +16º (c. 0,51 MeOH).O12'11'10'9'8'7'6'5'4'O3'2'O1'NH4 53 12OO(±)-N-(3-oxo-<strong>do</strong><strong>de</strong>canoil)-homosserina lactona. Rendimento global:39,5 %. R f 0,473 (AcEt 100%). CG-EM (IE, 70 eV) <strong>de</strong>composição.IV (KBr). 3298, 2925, 2850, 1782, 1721, 1641, 1546, 1382, 1178,1019, 721 cm -1 .RMN <strong>de</strong> 1 H (300,06 MHz, CDCl 3 , TMS): δ 0,87 (t, 3H, J 6,2 Hz, H-12’); 1,26 (m, 12H, H-11’, H-10’, H-9’, H-8’, H-7’, H-6’); 1,58 (quinteto,2H, J 7,0 Hz, H-5’); 2,25 (m, 1H, H-4); 2,53 (t, 2H, J 7,3 Hz, H-4’); 2,75(m, 1H, H-4); 3,47 (s, 2H, H-2’); 4,28 (ddd, 1H, J 11,4; 9,5 e 6,2 Hz, H-5);143