Sodium Hydroxide → O-Methyl-L-Tyrosine

A solution of hydrochloride dihydrate of FR-48736 substance [1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranuronic acid hydrochloride dihydrate] (100 mg) prepared by Example 98 in 1N-methanolic sodium hydroxide (10 ml) was refluxed for 20 hours. To the cooled solution was added water (50 ml) and the methanol in the solution was evaporated under reduced pressure. The resulting aqueous solution was adjusted to pH 7 with 1N-hydrochloric acid and applied to a column of activated charcoal (20 ml). The column was washed with water (40 ml) and eluted with a mixture of methanol and water (1:1) (60 ml). The solvent was evaporated under reduced pressure. The residue was chromatographed on a cellulose column and eluted with a mixture of acetonitrile and water (8:2). The first ninhydrin positive and weak UV absorbing fraction was evaporated under reduced pressure to give a powder of O-methyltyrosine (21 mg).

1. temperaturewas refluxed for 20 hours
2. customthe methanol in the solution was evaporated under reduced pressure
3. washThe column was washed with water (40 ml)
4. washeluted with a mixture of methanol and water (1:1) (60 ml)
5. customThe solvent was evaporated under reduced pressure
6. customThe residue was chromatographed on a cellulose column
7. washeluted with a mixture of acetonitrile and water (8:2)
8. customThe first ninhydrin positive and weak UV absorbing fraction
9. customwas evaporated under reduced pressure

ORD-Eintrag

ord-89cd3a9abf1143ad948be6bf4256c325

Quelldatensatz

uspto-grants-1984_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04479942