반응 #987753

반응 방정식

Boc-tLeu-OH

HOBT

EDC

H-pro-OBzl.HCl

DIEA

→

title compound

수율 99.0%

1-(2-tert-Butoxycarbonylamino-3,3-dimethyl-butyryl)-pyrrolidine-2-carboxylic acid benzyl ester

수율 99.0%

용매

EtOAc

CH2Cl2

반응 조건

후처리

1. 1
   기타to give a colorless solution
2. 2
   세척washed with H2O, 0.5N NaHSO4 (2×), saturated NaHCO3 (2×) and brine
3. 3
   건조Dried over anhydrous Na2SO4
4. 4
   기타evaporated

실험 절차

To a suspension of H-pro-OBzl.HCl (2.00 g, 8.66 mmol) in CH2Cl2 (20 ml) was added DIEA (2.25 ml, 12.92 mmol) to give a colorless solution. Boc-tLeu-OH (1.95 g, 9.52 mmol), HOBT (1.76 g, 13.03 mmol) and EDC (2.49 g, 12.95 mmol) were added and the solution stirred under N2 at room temperature for 18 hours. Removed solvent in vacuo, dissolved in EtOAc and washed with H2O, 0.5N NaHSO4 (2×), saturated NaHCO3 (2×) and brine. Dried over anhydrous Na2SO4 and evaporated to give the title compound. (3.57 g, 99% yield). 1H-NMR (500 MHz, CDCl3) δ 0.99 (s, 9H), 1.40 (s, 9H), 1.88-2.33 (m, 4H), 3.58-3.90 (m, 2H), 4.21-4.35 (d, 1H), 4.53-4.66 (m, 1H), 5.04-5.38 (m, 3H), 7.14-7.42 (m, 5H). LC-MS (ES+) m/e=419.4 (M+H).

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