Hydrochloric Acid → 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-1-propyl-, (2R,3R,4R)-

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Reaction Steps

The title compound was synthesized as described for compound 9 using (2R,3R,4R)-1-allyl-3,4-dibenzyloxy-2-benzyloxymethylpyrrolidine (compound 14) (0.910 g, 2.1mmol), ethanol (100 ml), 10% Pd/C (0.2 g) and excess of 1M hydrochloric acid to convert the amine to the hydrochloride salt. After evaporation of the solvent in vacuo the compound was purified on silica gel (Eluent: 2-propanol/25 % ammonium hydroxide (4: 1)) and (2R,3R,4R)-3,4-dihydroxy-2-hydrox-ymethyl-1-propylpyrrolidine was obtained as a yellow crystals (0.279 g, yield: 78%). Melting point: 79°-80° C.

Provenance & Evidence