(2S,4R)-1-allyloxycarbonyl-4-t-butyldimethylsilyloxy-2-formylpyrrolidine → HCID 20639575, compound

Participants

Reaction Steps

The procedure of Synthesis Example 10-a) is repeated, except that 1.60 g of 5-methylthioimidazo[5,1-b]thiazole and 2.97 g of (3R,5S)-1-allyloxycarbonyl-3-t-butyldimethylsilyloxy-5-formylpyrrolidine are used and the purification is successively performed by column chromatography on Sephadex LH-20 (dichloromethane:methanol=1:1) and on silica gel (hexane:ethyl acetate=1:2) to give 2.37 g of (3R,5S)-1-allyloxycarbonyl-3-t-butyldimethylsilyloxy-5-[1-hydroxy-1-(5-methylthioimidazo[5,1-b]thiazol-2-yl)methyl]pyrrolidine (a diastereomer mixture) as a yellow amorphous material.

Provenance & Evidence