METHOD FOR PRODUCING AMINO ALCOHOL DERIVATIVE, AND ITS (1R, 4S)-4-[(2-AMINO-6-CHLORO-5-FORMAMIDE-4-PYRIMIDINYL) AMINO]-2-CYCLOPENTENYL-1-METHANOL

Japanese Patent JP2009227685

A

To provide a new method for producing a racemic form or an optically active form of an amino alcohol expressed by formula I, a method for converting it to a corresponding acyl derivative and a method for further converting the above to (1S, 4R)- or (1R, 4S)-4-(2-amino-6-chloro-9-H-purin-9-yl)-2-cyclopentenyl-1-methanol by using optically active forms of the amino alcohol.

The racemic form of the amino alcohol of formula I is synthesized by starting from 2-azabicyclo[2.2.1]hept-5-ene-3-one, then it is optically resolved by an optically active tartaric acid and the obtained two optically active amino alcohols are each reacted with N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide and further intramolecularly cyclizing to give the (1S, 4R)- or (1R, 4S)-4-(2-amino-6-chloro-9-H-purin-9-yl)-2-cyclopentenyl-1-methanol.

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

JP2009125244A

October 08, 2009

May 25, 2009

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LONZA AG

C07C213/02; C07B53/00; C07D473/40; C07B57/00; C07C213/00; C07C213/08; C07C213/10; C07C215/42; C07C231/02; C07C233/23; C07C269/04; C07C271/24; C07C275/64; C07D473/00; C07D473/02; C07D473/32; C12P13/00; C12P41/00; C07C215/26; C07D209/52

Takehiko Suzue
Kurata Masatoshi
Satoshi Kono
Makoto Nakamura
Yoshihiro Fukuhara
Toshio Shirane
Sadao Muramatsu
Tetsuya Kazama

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