Réaction #1458424

Équation de réaction

hydrogen

(2R)-5-(Benzyloxycarbonylamino)-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol

triethylamine

ethanol

→

(2R)-5-Amino-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol

Solvants

dichlormethane methanol triethylamine

Conditions de réaction

Traitement

1. 1
   Filtrationthe catalyst was filtered off by membrane filtration
2. 2
   Concentrationthe filtrate was concentrated
3. 3
   Autreto provide a homogenous white solid

Mode opératoire

In a three neck-flask, 150 mg of 20% palladium/carbon were added to the solution of (2R)-5-(Benzyloxycarbonylamino)-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol (3.0 g, i.e. 5.27 mmol) and 6 ml of triethylamine in 300 ml of HPLC-grade ethanol, Air was discharged under vacuum then the flask was loaded with hydrogen. The reaction mixture was stirred at room temperature for 2 hours then the catalyst was filtered off by membrane filtration and the filtrate was concentrated to provide a homogenous white solid as shown by TLC, to be used as such in the next step with no further purifcation, Rf=0.2, dichlormethane-methanol-triethylamine 5:10.5, m.p.=47–48° C.

Source