Reaktion #12038

Reaktionsgleichung

(4R,9aR)-4-methyl-6-[2-(tetrahydro-pyran-2-yloxy)-ethoxymethyl]-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

para-toluenesulphonic acid

→

desired compound

Ausbeute 71.6%

(4R,9aR)-6-(2-Hydroxy-ethoxymethyl)-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

Ausbeute 71.6%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent was removed on a rotary evaporator
2. 2
   Sonstigethe residue was chromatographed on silica gel (0.032–0.063 mm) with dichloromethane:methanol:ammonia (19:1:0.1) as eluant

Vorschrift

To the solution of 0.16 g (0.36 mmol) (4R,9aR)-4-methyl-6-[2-(tetrahydro-pyran-2-yloxy)-ethoxymethyl]-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 3 ml methanol was added 0.136 g (0.71 mmol) para-toluenesulphonic acid. After 30 min, the solvent was removed on a rotary evaporator and the residue was chromatographed on silica gel (0.032–0.063 mm) with dichloromethane:methanol:ammonia (19:1:0.1) as eluant to afford the desired compound as a light yellow oil (71.6%).

Quelle