Acetic Acid → HCID 15056146, Verbindung

To a solution of (2S,4S)-4-acetylthio-2-(3-methyl-2-oxoimidazolidin-1-yl)methyl-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (1.72 g) in methanol (40 ml) was added 28% sodium methoxide in methanol solution (0.83 ml) and the mixture was stirred under ice-cooling for 30 minutes. Acetic acid (0.25 ml) was added to the reaction mixture at the same temperature. The mixture was evaporated in vacuo to give a residue. The residue was dissolved in a mixture of ethyl acetate (80 ml) and tetrahydrofuran (30 ml) and the solution was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and evaporated in vacuo. The resulting residue was chromatographed on silica gel (100 g) eluting with a mixture of chloroform and methanol (19:1, V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give (2S,4S)-4-mercapto-2-(3-methyl-2-oxoimidazolidin-1-yl)methyl-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (1.23 g).

1. temperaturecooling for 30 minutes
2. customThe mixture was evaporated in vacuo
3. customto give a residue
4. washthe solution was washed with saturated aqueous sodium chloride
5. dry with materialdried over anhydrous magnesium sulfate
6. customevaporated in vacuo
7. customThe resulting residue was chromatographed on silica gel (100 g)
8. washeluting with a mixture of chloroform and methanol (19:1, V/V)
9. additionThe fractions containing the desired compound
10. customwere collected
11. customevaporated in vacuo

ORD-Eintrag

ord-0f20903810924b26a44f1c67a429d4e8

Quelldatensatz

uspto-grants-1990_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04925838