Br[CH:2]([CH:22]([CH3:24])[CH3:23])[C:3]([O:5]C(C#N)C1C=CC=C(OC2C=CC=CC=2)C=1)=[O:4].[NH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[I-].[K+].S(=O)(=O)(O)O>CN(P(N(C)C)(N(C)C)=O)C>[C:26]1([NH:25][C@H:2]([C:3]([OH:5])=[O:4])[CH:22]([CH3:24])[CH3:23])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1To m-phenoxy-α-cyanobenzyl α-bromoisovalerate (2.0 g, 0.0052 mole) in 4 ml of HMPT, at 24°, is added aniline (1.5 g, 0.016 mole) and potassium iodide (21 mg). The reaction is stirred at 65° for 90 hours and then cooled and poured into ice-water (20 ml) plus 2 N sulfuric acid (10 ml). The reaction is worked up as in Example 4 and purified by preparative TLC to give the m-phenoxy-α-cyanobenzyl ester of N-phenylvaline.
Wird geladen…
