5330-84-7

Upstream product

• 98-88-4 benzoyl chloride 
• 302-72-7 rac-Ala-OH 
• 76765-75-8 rac-ethyl 2-(4-nitrobenzamido)propanoate 
• 122-04-3 4-nitro-benzoyl chloride 

Downstream Products

• 108462-99-3 N-(1-Cyclohexyl-3,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-pyridin-3-yl)-4-nitro-benzamide 
• 1423044-86-3 (R)-4-methyl-2-(4-nitrophenyl)-4-((R)-3-oxo-1-phenylbutyl)oxazol-5(4H)-one 
• 1592836-73-1 brucinium N-(4-nitrobenzoyl)-D-alaninate 
• 99146-89-1 N-(4-amino-benzoyl)-alanine 
• 51127-14-1 rac-4-methyl-2-(4-nitrophenyl)oxazol-5(4H)-one 

Relevant academic research and scientific papers

Seventeen-membered water cluster resulting from recognition of solvated anions on brucinium corrugated layers

Formation of diastereomeric salts remains the most important method for the separation of racemic acids and bases. Selection of a suitable resolving agent in this method is a key for successful resolution. There are primary, secondary, and tertiary chiral amines among frequently used resolving agents for the separation of racemic acids. Cations of most of them and anions of resolved acids are linked to each other by a characteristic system of hydrogen bonds resulting in common cationic-anionic self-assemblies. In this respect, brucine and strychnine are unique, because incorporation of anionic species into a crystal lattice of their salts usually does not affect common cationic self-assembly. The uniqueness of both resolving agents is also reflected in a high frequency of solvated salt formation. In this paper, we show that the presence of water molecules incorporated into the crystal lattice of the brucinium salt may result from recognition of the resolved compound together with its closest aqueous environment on the common brucinium corrugated layers. Performing racemic resolution of model compounds and studying structural relations between succeeding crystalline fractions, we also point out factors responsible for the successful separation of N-(4-nitrobenzoyl)alanine by fractional crystallization of brucinium diastereomeric salts.

Bispalladacycle-catalyzed Michael addition of in situ formed azlactones to enones

The development and further evolution of the first catalytic asymmetric conjugate additions of azlactones as activated amino acid derivatives to enones is described. Whereas the first-generation approach started from isolated azlactones, in the second-generation approach the azlactones could be generated in situ starting from racemic N-benzoylated amino acids. The third evolution stage could make use of racemic unprotected α-amino acids to directly form highly enantioenriched and diastereomerically pure masked quaternary amino acid products bearing an additional tertiary stereocenter. The step-economic transformations were accomplished by cooperative activation by using a robust planar chiral bis-Pd catalyst, a Br?nsted acid (HOAc or BzOH; Ac=acetyl, Bz=benzoyl), and a Br?nsted base (NaOAc). In particular the second- and third-generation approaches provide a rapid and divergent access to biologically interesting unnatural quaternary amino acid derivatives from inexpensive bulk chemicals. In that way highly enantioenriched acyclic α-amino acids, α-alkyl proline, and α-alkyl pyroglutamic acid derivatives could be prepared in diastereomerically pure form. In addition, a unique way is presented to prepare diastereomerically pure bicyclic dipeptides in just two steps from unprotected tertiary α-amino acids. Flourishing step economy: The evolution of the catalytic asymmetric addition of azlactones to enones is described. The first-generation approach started from isolated azlactones. In the second-generation approach azlactones could be generated in situ from racemic N-benzoylated amino acids. The third evolution stage could directly use racemic unprotected α-amino acids to form a large number of highly enantioenriched quaternary amino acids derivatives (see figure). Copyright

1-Azadienes in Heterocyclic Synthesis. Reaction of 1-N-Alkyl-1-azapenta-1,3-dienes with Mesoionic Oxazolones

1-N-Alkyl-1-azapenta-1,3-dienes 2 smoothly reacted with various mesoionic oxazolones 1 to afford 3,4-dihydro-2-pyridones 3 in excellent yields and there is no evidence for the formation of any products arising from the cycloaddition on the carbon-carbon double bond or on the azomethine function.

2-Hydroxy-5-phenylazobenzoic acid derivatives and method of treating ulcerative colitis therewith

The present invention provides a pharmaceutical composition for treating ulcerative colitis containing at least one compound of the general formula: STR1 wherein X is an --SO2 -- or --CO-- group and R is either an unsubstituted or substituted non-heterocyclic aromatic ring system or is a radical of the general formula --(CH2)n --Y, in which Y is a hydroxyl group, an unsubstituted or substituted amino group or a carboxylic or sulphonic acid group and n is a whole number of from 1 to 6 and in which one or more hydrogen atoms in the alkylene radical can be replaced by unsubstituted or substituted amino groups or alkyl radicals and in which the --(CH2)n --Y radical is either attached directly to the nitrogen atom or via a benzene ring; and/or containing at least one ester thereof and/or at least one non-toxic, pharmaceutically acceptable salt thereof, in admixture with a solid or liquid pharmaceutical diluent or carrier. Furthermore, the present invention provides a process for preparing the compounds of the above-given general formulae and also provides a method of treating ulcerative colitis.