(3R-trans)-[(6-cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl)phenylamino]acetic acid, ethyl ester → (3R-trans)-3,4-Dihydro-3-hydroxy-4-[N-(2-methoxyethyl)-phenyl-amino]-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

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Reaction Steps

The title compound was prepared from the title A compound and (1aR-cis)-1a,7b-dihydro-2,2-dimethyl-2H-oxireno-[c][1]benzopyran-6-carbonitrile (the title A compound of Example 3) by the procedure described for the title compound of Example 1. The oily residue was purified by flash chromatography on silica gel (ethyl acetate:hexanes/1:6), to give a colorless powder (410 mg, 77%), mp 119°-124° C. [α]D =+54.40 (c=0.43, MeOH). Analysis calculated for C21 H24N2O3 : C, 71.57; H, 6.86; N, 7.95. Found: C, 71.53; H, 6.94; N, 7.73.

Provenance & Evidence