F.i.s. Fabbrica Italiana Sintetici S.p.a.

Other

Pfizer Corporation

Riccardo Motterle

Stefano Fogal

Mariano Stivanello

Marco Galvagni

Andrea Castellin

Ottorino De Lucchi

Stefano Tartaggia

Clark Ferrari

Ennio Grendele

Alex Comely

Marta Pontini

Alessandro Falchi

Rosa Maria Moreno

Giancarlo Arvotti

Elisabetta Bergantino

Elena Brasola

Siro Serafini

Alfredo Paio

Juan C Colberg

Samuela Zambelli Franz

Mattia Niero

Marina Simona Robescu

The present invention relates to a new process for the preparation of testosterone by means of enzymatic hydrolysis of testosterone esters.

Enzymatic process for the preparation of testosterone and esters thereof

Object of the present invention is an improved process for the preparation of key intermediates for the synthesis of statins.

Convenient process for the preparation of statins

The present invention relates to the stereoselective synthesis of (4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridine, as well as the conversion thereof, to give Moxifloxacin. Particularly, the present invention relates to a method for the synthesis of (4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridine of formula (I) comprising: (a) the optical resolution by enzymatic hydrolysis of the intermediate dialkyl-1-alkylcarbonylpiperidine-2,3-dicarboxylate racemate of formula (II) to give, following isolation, the intermediate dialkyl-(2S,3R)-1-alkylcarbonyl-piperidine-2,3-dicarboxylate of formula (III) in which AIk is a straight or branched C1-C5 alkyl group; (b) the conversion of the intermediate (III) to (4aR,7aS)-1-alkylcarbonylhexahydrofuro[3,4-b]pyridine-5,7-dione of formula (IV) in which AIk has the meanings set forth above; (c) the conversion of the intermediate (IV) to (4aS,7as)-octahydro-1H-pyrrolo[3,4-b]pyridine of formula (I) with an optical purity above 99%. 

Synthesis of (4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridine

The present invention relates to an industrial process for the reduction of 4-androstene-3,17-dione in order to obtain testosterone using a particularly stable and selective enzyme produced in a recombinant manner.

Process for the preparation of testosterone

It is the object of the present invention a process for the preparation of 4-methyl-N3-[4-(3-pyridinyl)-2-pyrimidinyl]-1,3-benzenediamine and analogues thereof, intermediates useful for the synthesis of Imatinib, or 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide.

Process for the preparation of intermediates useful in the synthesis of imatinib

A process for the preparation of 4-methyl-N3-[4-(3-pyridinyl)-2-pyrimidinyl]-1,3-benzenediamine and analogues thereof, intermediates useful for the synthesis of Imatinib, or 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide.

Process for the preparation of imatinib and intermediates thereof

A process for the preparation of &#x3c9;-alkoxycarbonylamino-&#x3b1;-aminoacids and &#x3b1;,&#x3c9; orthogonally diprotected diaminoacids from &#x3b1;,&#x3c9;-diaminoacids using 1-alkoxycarbonylbenzotriazoles as protecting agents is disclosed. In an alternative embodiment, carbamoylating agents in the presence of benzotriazoles are used instead of 1-alkoxycarbonylbenzotriazoles. This reaction is preferably applied to the preparation of &#x3b5;-alkoxycarbonyllysines from lysine. A process for the preparation of t-butoxycarbonylbenzotriazoles and novel complexes of &#x3c9;-alkoxycarbonylamino-&#x3b1;-aminoacids with benzotriazoles are also disclosed.

Process for the preparation of &#x3b5;-alkoxycarbonyllysines and their analogues

The present invention relates to chiral N-acetyl-alpha-amino acid salts of optically active &#x3b2;-amino alkylnitriles, and also to a process for preparing optically active &#x3b2;-amino alkylnitriles by resolving racemic &#x3b2;-amino alkylnitriles using chiral N-acetyl-alpha-amino acids as resolving agent.

Resolution of 3-amino alkylnitriles

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Arcugnano, Italy

Riccardo Motterle