Sodium Methoxide → HCID 5748291, compound

Participants

Reaction Steps

In like manner, when pure (4R)-6-fluoro-2,3- dihydro-3'-[(R)-1-phenylethylcarbamoyl]spiro[4H-1-benzopyran-4,4'-imidazolidine]-2',5'-dione [the (R)(R)-diastereomer product of Example 1] and sodium methoxide were reacted together in accordance with this same procedure (using the same molar proportions as before), there was eventually obtained (after work-up) a 36% yield of pure (4R)-(-)-6-fluoro-2,3-dihydro-spiro-[4H-1-benzopyran-4,4'-imidazolidine]-2',5'-dione in the form of a white crystalline solid melting at 235°-237° C.; [α]D25° 31 54.1° (c=1 in methanol). This product was also substantially identical in every respect with the corresponding final product first reported as 1-6-fluoro-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione [m.p. 241°-243° C.; [α]D25° -54.8° (c=1 in methanol)] by R. Sarges in Example I of U.S. Pat. No. 4,130,174.

Provenance & Evidence