Dsm IP Assets B.v.

Ulla Letinois

Thomas Netscher

Werner Bonrath

Jonathan Alan Medlock

Reinhard Karge

Stephan Ackermann

Raphael Beumer

René Tobias Stemmler

Jan Schütz

Kun Peng

Peter Riebel

August Ruettimann

Ralph Haerter

Lizhi Zhao

Hajo Lehmann

Gerhard Shiefer

Stefan Karl Laeuger

Stephan Ackermann-maurer

Xixiang Dai

Weifeng Cao

The present invention relates to novel dicarboxylic diesters as well as the use thereof as for inhibiting the methane production in ruminants.

Dicarboxylic acid diesters

The present invention relates to a novel synthetic pathway for alpha-tocopherol. The invention discloses different reactions yielding some new intermediates in a very high yield and stereoselectivity.

Synthesis of intermediates for the preparation of alpha-tocopherol

The present invention relates to a method of preparing ortho substituted phenols from 2,5-dimethylfuran and propargyl ethers in the presence of a gold(I) complex. It is particularly advantageous to use 2,5-dimethylfuran as this offers an ecological beneficial synthesis of said ortho substituted phenols.

Intermolecular reaction of propargyl ethers with dimethylfuran in the presence of gold(I) complexes

The present invention relates to a method of preparing chromanes from 2,5-dimethylfuran and substituted alkynes comprising an long chain unsaturated alkyl group as substituent in the alpha position of a substituted phenol followed by oxidation, reduction and acid ring closure. It is particularly advantageous to use 2,5-dimethylfuran as this offers an ecological beneficial synthesis of &#x3b2;-tocopherol.

Formation of chromanes based on intermolecular reaction of alkynes with dimethylfuran in the presence of gold(I) complexes

The present invention relates to an improved method for producing of 1-(5,5-dimethylcyclohex-1-en-1-yl)ethanone and 1-(5,5-dimethylcyclohex-6-en-1-yl)ethanone.

Process of production of 1-(5,5-dimethylcyclohex-1-en-1-yl)ethanone and 1-(5,5-dimethylcyclohex-6-en-1-yl )ethanone

The present invention relates to a synthesis of chromanones or chromanes in a stereospecific matter in view of the 2-position in the chromanone or chromane ring. It has been found that this synthesis is particularly possible in the presence of a chiral compound of a specific type and of at least one Bransted acid or in the presence a specific chiral compound having a Bransted acid functional group in the molecule.

Formation of chiral 4-chromanones using chiral pyrrolidines in the presence of acids

The present invention relates to a new method to produce 2,5-dimethylphenol (2,5-DMP).

Process of production of 2,5-dimethylphenol

The present invention relates to a synthesis of chromanones or chromanes in a stereospecific matter in view of the 2-position in the chromanone or chromane ring. It has been found that this synthesis is particularly possible in the presence of a chiral compound of formula of a specific type and of at least one phenol or thiophenol.

Formation of chiral 4-chromanones using chiral pyrrolidines in the presence of phenols or thiophenols

The present invention relates to a synthesis of chromanones or chromanes in a stereospecific matter in view of the 2-position in the chromanone or chromane ring. It has been found that this synthesis is particularly possible in the presence of a chiral compound of formula of a specific type and of at least one urea or thiourea.

Formation of chiral 4-chromanones using chiral pyrrolidines in the presence of ureas or thioureas

A process for the preparation of 1-ethynyl-3,3-dimethylcyclohexan-1-ol from dimedone by a reaction sequence of reduction and ethynylation and its further transformation into green ketone.

Synthesis of green ketone intermediate

The present invention is directed to a process for the manufacture of compounds of formula IV wherein Ris an amino protecting group, and Ris hydrogen or Calkyl, comprising a) reacting a compound of formula Ia, wherein Mis a cation, preferably selected from the group consisting of Li, Na+, K, &#xbd; Mgand &#xbd; Zn, (formula 1) with an ammonium salt NHX, wherein Xis an anion, preferably selected from the group consisting of chloride, bromide, sulfate and acetate, in a solvent to a compound of formula II b) reacting a compound of formula II with a nitrile R&#x2014;CN in the presence of a base to a compound of formula IV. The present invention is further directed to compounds of formula II and their use for the manufacture of vitamin B. 

Synthesis of substituted 4-amino-pyrimidines

Process for the manufacture of a compound of the structure (I) with R=hydrogen, alkyl (C1-C10, linear, cyclic or branched, aliphatic or aromatic), NR'R&#x2033; (wherein R&#x2032; and R&#x2033; are independently selected from H, alkyl [C1-C10, linear, cyclic or branched, aliphatic or aromatic] and R=CHRwherein Ris selected from NHR1&#x2032;&#x2033; (with R&#x2032;&#x2033;=C(O)H, C(O)CH, C(O)alkyl, CHCH(OMe)or other saponifiable residues), alkyl (C1-C10, linear, cyclic or branched) aromatic residues, heteroaryl residues, substituted aryl residues, e.g. 3,4,5-trimethoxy-phenyl) wherein 1 equivalent of an &#x3b1;-formyl-propionitrile salt is reacted with 0.75 to 2 equivalents of an acetamidine salt in the presence of a Lewis acid. 

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Kaiseraugst, Switzerland

Ulla Letinois