PREPARATION OF AMINOALCOHOL DERIVATIVE AND ITS CONVERSION TO (1R,4S)-4-((2-AMINO-6-CHLORO-5-FORMAMIDO-4-PYRIDIDYL) AMINO)-2-CYCLOPENTENYL-1-METHANOL

Japanese Patent JPH11228510

A

To provide a method for simply and economically preparing (1R,4S)-1- amino-4-(hydroxymethyl)-2-cyclopentene by converting an amino alcohol obtained by reducing 2-azabicyclo[2.2.1]hept-5-en-3-one to a corresponding acyl derivative.

A racemic body or an optically active body of 2- azabicyclo[2.2.1]hept-5-en-3-one is subjected to a reduction treatment by using a metal hydride compound such as metal borohydride in an organic solvent at -20 to 200°C to provide an aminoalcohol of the formula. The obtained aminoalcolol is converted to a correspondign D- or L-tartaric acid salt, and the obtained salt is reacted with N-(2-amino-4,6-dichloropyrimidin-5-yl) formaldehyde to provide the objective (1R,4S)-4-[(2-amino-6-chloro-5-formatido-4-pyrimidyl) amino]-2-cyclopentenyl-1-methanol in the method for producing the amino alcohol derivative.

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BRIEDEN WALTER DR
SCHROEER JOSEF DR
BERNEGGER-EGLI CHRISTINE DR
URBAN EVA-MARIA
PETERSEN MICHAEL DR
RODUIT JEAN-PAUL DR
BERCHTOLD KATJA
BREITBACH HOLGER DR

JP33743798A

August 24, 1999

November 27, 1998

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LONZA AG

C07B53/00; C07B57/00; C07C213/00; C07C213/02; C07C213/08; C07C213/10; C07D473/40; C07C215/42; C07C233/23; C07C271/24; C07C275/64; C07D473/00; C07D473/02; C07D473/32; C12P13/00; C12P41/00; C07C215/26; (IPC1-7): C07C215/42; C07B53/00; C07B57/00; C07C213/00; C07C213/10; C07D473/40

Takehiko Suzue (4 outside)

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