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sous presse. 3125 g); R f 0.33 (ethyl acetate?ethanol 80 : 20); n max (KBr pellet): 3327 1404 and 1124; d H (400 MHz; CDCl 3 ; Me 4 Si) 3.53 (d, J 1674 (s, 3H), 1.91 (qq, J 6.4 and 6); d C (100 MHz, 1H), 1.71 (br s, 1H), 1.34 (s, 3H), 0.96 (d, J 6, pp.183-198, 1432. ,
Found: C, 56.08; H, 8.26; N, 16.59; Calc ,
76 (ddd, J 2.8, 6.2 and 13); d C (100 MHz, CDCl 3 ) 173, 1H), 2.46 (ddd, J 1.4, 9.6 and 13.4, 1H), 1.85 (hept, J 7.2, 1H), pp.4080-563, 2002. ,
74 (ddd, J 2.2, 9.2 and 12.6, 1H), 1.82 (qq, J 6, 1H), 2.78 (s, 3H) 3H), 1.26 (t, J 6d, J 7.2, 3H); d C (100 MHz, pp.4-10 ,
388 mmol) and trans-methyl crotonate (411 mL, 3.88 mmol) as a colourless oil ,
); d C (100 MHz mmol) as a pale yellow oil The enantiomeric purity of, 1H), 1.99-1.96 (m, 1H), 1.83 (qq, J 6.4 and 7.2, 1H) 14 H 24 N 2 O 2 Na requires 275.17300. (+)-5g (72 mg, 285 mmol, 65% yield) was obtained starting from (R)-1 (75 mg retention time for (-)-5g 19.30 min and for (+)-5g 17, pp.78-81, 1050. ,
173 (M + H + , 37); HRMS: m/z 195, p.11024 ,
41 g, 51.11. mmol, 87%) was prepared from L-phenylalanine (9.69 g, 58.66 mmol) according to ref ,
60.67; H, 7.12; N, 11.15; Calc. for C 19 H 27 N 3 O 5 : C, 60.47; H, 7.21; N, 11.14%. The relative configuration of 10a was determined by X-ray crystallography of an analytical sample recrystallized in ethanol ,
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M: 170.21 g mol -1 ; crystal system: triclinic; unit-cell dimensions and volume: a = 6 A ? , c = 11.610(3) A ? , a = 83 ? , b = 86 ? , g = 84 A ? 3 , temperature of measurement: 293.0 K; space group symbol: P ¯ 1; no. of formula units in the unit cell Z = 2; no. of measured and independent reflections: 9127 and 2392, R int : 0.09; refinement vs. F; final R values, 12 Crystal data for 1 (C 8 H 14 N 2 O 2 ,
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2-methoxy- carbonylamino-3-phenylpropanoic acid. 19 Crystal data for 10a (C 19 H 27 N 3 O 5 , enantiopure sample) M: 377.44 g mol -1 ; crystal system: monoclinic; unit-cell dimensions and volume: a = 10080(3) A ? , b = 9 A ? 3 , temperature of measurement: 293.0 K; space group symbol: P2 1 ; no. of formula units in the unit cell Z = 2; no. of measured and independent reflections : 2273 and 2174, R int : 0.07; refinement vs. F; final R values, ) ? , V = 987) at C5 was attributed knowing the (S) configuration at C11 from the starting material Moc-Phe-OH ,
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