| abstract |
The invention relates to a novel process for the preparation of an aminoalcohol of the formula: (see formula I) in racemic or optically active form, starting from 2-azabi- cyclo[2.2.1]hept-5-en-3-one, its further conversion to give the corresponding acyl derivative and its further conversion to (1S,4R)- or (1R,4S)-4-(2-amino-6-chloro-9-H- purine-9-yl)-2-cyclopentenyl-1-methanol of the formula: (see formula XI) or (see formula XII) In the latter synthesis, the aminoalcohol is converted into the corresponding D- or L-tartrate, which is then reacted with N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide of the formula: (see formula XIII) to give (1S,4R)- or (1R,4S)-4-[(2-amino-6-chloro-5- formamido-4-pyrimidinyl)amino]-2-cyclopentenyl-1-methanol of the formula: (see formula XIV) or (see formula XV) which is then cyclized to give the desired end compound. |