Lonza Ag

Lonza Inc.

Other

Lonza Group, Ltd.

Walter Brieden

Eva Maria Urban

Jean-Paul Roduit

Christine Bernegger-Egli

Laurent Duc

Yves Guggisberg

Olwen M Birch

Pierre Bossard

Frank Brux

Michael Petersen

Andrew Brian Naughton

Kay-Sara Etter

Katja Berchtold

Holger Breitbach

Rudolf Fuchs

Colm O'Murchu

Knut Burgdorf

Christine Bernegger

John Gordon

Karen T Robins

Thomas Zimmermann

Nicholas Shaw

Andreas Tinschert

Kurt Burgdorf

Kay-Sarah Etter

Martin Sauter

Elie Saikali

John McGarrity

Dominique Michel

Hanspeter Mettler

Josef Schr&ouml;er

Josef Schroer

Martin Clausen

Didier Loetscher

Oleg Werbitzky

Ulrich Veith

Michael Gottsponer

Etienne Heinzmann

Gareth-John Griffiths

Silvia Lange

Colette Mettler, Legal Representative

Josef Schröer

A process for the preparation of N-monosubstituted &#x3b2;-aminoalcohol sulfonates of formula (1a), (1b): wherein Ris C-aryl or C-heteroaryl, each optionally being substituted with one or more halogen atoms and/or one or more C-alkyl or C-alkoxy groups, Ris C-alkyl or C-aryl, each aryl optionally being substituted with one or more halogen atoms and/or one or more C-alkyl or C-alkoxy groups, and wherein Ris selected from the group consisting of C-alkyl, C-cycloalkyl, C-aryl and C-aralkyl residues; including a) reacting a methyl ketone, a primary amine, formaldehyde and a sulfonic acid, at a pressure above 1.5 bar, optionally in a organic solvent, said organic solvent which can include water to provide N-monosubstituted &#x3b2;-aminoketone sulfonates of formula (II): wherein R, Rand Rare as defined above, and b) asymmetrically hydrogenating.

Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols

A process for the preparation of N-monosubstituted &#x3b2;-aminoalcohol sulfonates of formula (Ia), (Ib): wherein Ris C-aryl or C-heteroaryl, each optionally being substituted with one or more halogen atoms and/or one or more C-alkyl or C-alkoxy groups, Ris C-alkyl or C-aryl, each aryl optionally being substituted with one or more halogen atoms and/or one or more C-alkyl or C-alkoxy groups and wherein Ris selected from the group consisting of C-alkyl, C-cycloalkyl, C-aryl and C-aralkyl residues. The process has the steps of (a) reacting a methyl ketone, a primary amine, formaldehyde and a sulfonic acid, at a pressure above 1.5 bar, optionally in a organic solvent, the organic solvent optionally containing water, to afford N-monosubstituted &#x3b2;-aminoketone sulfonates of formula (II): wherein R, Rand Rare as defined above, and (b) asymmetrically hydrogenating. The sulfonates in the presence of a base and a catalyst of a transition metal and a disphosphine ligand, in a polar solvent, optionally in the presence of water.

The present invention relates to a novel process for the preparation of (S)&#x2014; or (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid and to novel microorganisms capable of utilizing the propionamide of the formula in the form of the racemate or of its optically active isomers as the sole nitrogen source.

Process for the preparation of (S)- or (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

A method for the production of acetals and ketals of 3-amino-5-(hydroxymethyl) cyclopenlane-1,2-diols of formula (I): (and/or the enantiomer), where Ris H, C-alkyl, C-cycloalkyl or benzyl and (i) Ris methyl and Ris ethyl, (ii) Ris H and Ris C-alkyl or phenyl or (iii) Rand Rtogether form a group of formula &#x2014;(CH)&#x2014; with n=4 to 6, present as free amines or as salts of di- or tri-basic organic acids, starting from 2-acetyl-2-aza-bicyclo[2.2.1]hept-5-en-3-one of formula (II): (and/or the enantiomer). The method is equally useful, depending on the starting material, for the production of enantiomerically-pure compounds, or mixtures with arbitrary enantiomeric content.

Method for the production of 3-amino-5-(hydroxymethyl)cyclopentane-1,2-diol derivatives

The invention relates to a novel process for the preparation of (1R,4S)- or (1S,4R)-1-amino-4-(hydroxy-methyl)-2-cyclopentene of the formulae and/or of (1S,4R)- or (1R,4S)-amino alcohol derivatives of the general formulae and to novel microorganisms which are able to utilize a cyclopentene derivative of the general formula as sole nitrogen source, as sole carbon source or as sole carbon and nitrogen source.

Enzyme for the preparation of 1-amino-4-(hydroxymethyl)-2-cyclopentene derivatives

The invention relates to a novel process for the preparation of an aminoalcohol of the formula racemically or optically active, starting from 2-azabicyclo[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 formulae 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 to give (1S,4R)- or (1R,4S)-4-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-2-cyclopentenyl-1-methanol of the formulae and then cyclized to give the end compounds.

Process for the preparation of aminoalcohol derivatives and their further conversion to (1R, 4S)-4(2-amino-6-chloro-5-formamido-4- pyrimidinyl)-amino-2-cyclopentenyl-1-methanol

The invention relates to a novel process for the preparation of an aminoalcohol of the formula racemically or optically active, starting from 2-azabicyclo[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 formulae 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 to give (1S,4R)- or (1R,4S)-4-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-2-cyclopentenyl-1-methanol of the formulae and then cyclized to give the end compounds.

Process for the preparation of aminoalcohol derivatives and their further conversion to (1R, 4S)-4(2-amino-6-chloro-5-formamido-4-pyrimidinyl)-amino-2-cyclopentenyl-1-methanol

The invention relates to a novel process for the preparation of an aminoalcohol of the formula racemically or optically active, 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)&#x2014; or (1R,4S)-4-(2-amino-6-chloro-9-H-purine-9-yl)-2-cyclopentenyl-1-methanol of the formulae 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 to give (1S, 4R)- or (1R, 4S)-4-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-2-cyclopentenyl-1-methanol of the formulae and then cyclized to give the end compounds.

Process for the preparation of aminoalcohol derivatives and their further conversion to (1R,4S)-4-(2-amino-6-chloro-5-formamido-4-pyrimidinyl)-amino)-2-cyclopentenyl-1-methanol

The present invention relates to a novel process for the preparation of (S)- or (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid and to novel microorganisms capable of utilizing the propionamide of the formula in the form of the racemate or of its optically active isomers as the sole nitrogen source.

Process for the preparation of (S) - or (R) -3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

Process for the preparation of amino alcohols and derivatives thereof and microorganisms useful in process

Described are new micro-organisms and a new enzyme capable of using as sole source of nitrogen the propionic acid amide of formula (VI), in racemate form or as optically active isomers. Described also is a method of preparing (S)- or (R)-3,3,2-trifluoro-2-hydroxy-2-methylpropionic acid of formulas (I) and (II) starting from trifluoroaceto-acetic ester. The first three process steps are chemical, the fourth process step microbiological.

Method of preparing (S)- or (R) -3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

Process for the preparation of aminoalcohol derivatives and their further conversion to (1R,4S)-4-((2-amino-6-chloro-5-formamido-4-pyrimidinyl)-amino)-2-cyclopentenyl-1-methanol

Process for the preparation of N-(amino-4, 6-dihalo-pyrimidine) formamides

A method for producing pyrone derivatives of the general formula (I), wherein X is halomethyl, whereby an acetoacetic acid derivative of the general formula (II), wherein X has the aforementioned meaning and X is chlorine or bromine, is treated with a Lewis acid and is subsequently converted into the desired product by means of water.

Pyrone derivatives and method for producing same

The invention discloses a new method for producing enantiomer-enriched 1-amino-4-(hydroxymethyl)-cyclopent-2-ene derivatives of the general formulae (I) and (II) in which R is hydrogen or a possibly substituted C alkyl radical, aryl radical or cycloalkyl radical and R is acyl. According to said method a racemic 1-amino-4-(hydroxymethyl)-cyclopent-2-ene derivative of general formula (III), in which R has the meaning given above, is converted using a hydrolase and in the presence of an acylation agent

Process for preparing optically active 1-amino-4-(hydroxymethyl) cyclopent-2-ene derivatives

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Glis, Switzerland

Walter Brieden