211686-52-1

Upstream product

• 70-47-3 L-asparagine 
• 98-88-4 benzoyl chloride 
• 78-84-2 isobutyraldehyde 

Downstream Products

• 1351362-61-2 (S)-1-benzoyl-5-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-60-1 (S)-1-benzoyl-5-(1-hexyl-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-59-8 (S)-1-benzoyl-2-isopropyl-5-(1-octyl-1H-1,2,3-triazol-4-yl)-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-58-7 (S)-1-benzoyl-5-(1-dodecyl-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-57-6 (S)-1-benzoyl-5-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one 
• 1273415-57-8 (S)-1-benzoyl-2-isopropyl-5-((trimethylsilyl)ethynyl)-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-67-8 (S)-1-benzoyl-2-isopropyl-5-(1-(4-methyl-2-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-66-7 (S)-1-benzoyl-5-(1-(4-iodophenyl)-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-65-6 (S)-1-benzoyl-5-(1-(3-chlorophenyl)-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-64-5 (S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one 
• 1351362-63-4 (S)-1-benzoyl-2-isopropyl-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2,3-dihydropyrimidin-4(1H)-one 
• 1351362-62-3 (S)-1-benzoyl-5-(1-butyl-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one 
• 1273415-56-7 (S)-1-benzoyl-2-isopropyl-5-(pyridine-3-ylethynyl)-2,3-dihydropyrimidin-4-(1H)-one 
• 1273415-55-6 (S)-1-benzoyl-2-isopropyl-5-((4-trifluoromethyl)-phenyl-ethynyl)-2,3-dihydropyrimidin-4-(1H)-one 

Relevant academic research and scientific papers

Synthesis of (2S)-isopropyl-5-alkynylpyrimidin-2-ones: Precursors of β-aminoacids

The efficient palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of (2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-one with, arylethynyl-, heteroarylethynyl-, and alkylethynyltrifluoroborate salts is reported. The standard protocol was evaluat

Functionalization of 2-(S)-isopropyl-5-iodo-pyrimidin-4-ones through Cu(I)-mediated 1,3-dipolar azide-alkyne cycloadditions

A series of 2-(S)-isopropyl-pyrimidinones functionalized at C5 with triazole rings, in which the substituents are found at N-1′ of the triazole ring, were synthesized. Through the azide-acetylene cycloaddition reaction, using CuI as a copper source and ul

Functionalization of (2S)-Isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4- ones by a Suzuki-Miyaura Cross-Coupling Reaction Using Aryltrifluoroborate Salts: Convenient Enantioselective Preparation of α-Substituted β-Amino Acids

A simple protocol for the Pd(OAc)2-catalyzed cross-coupling reaction of 1-benzoyl-(2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones with potassium aryltrifluoroborates was developed. The reaction is performed at 110°C with a ligand-free catalyst. In all cases, complete conversion of the 1-benzoyl-(2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-onesand aryltrifluoroborates into the C-C coupling products was observed within 30-360 min. It is noteworthy that a largevariety of groups present in the potassium aryltrifluoroborates (-CF3, -OMe, -SEt, -CN, -CHO, -Cl, -Cbz, -NCbz,-OH, -CO2H) could be tolerated. Hydrogenation of the endocyclic double bonds in the Suzuki-Miyaura products followed by acid hydrolysis afforded highly enantioenrichedα-aryl-substituted β-amino acids. We present a general approach for the synthesis of (2S)-isopropyl-5-aryl-2,3- dihydro-4(H)-pyrimidin-4-ones by Suzuki-Miyaura reaction of aryltrifluoroborate salts with(2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones in the presence of a palladium catalyst and a base. The arylated compounds were transformed into enantioenriched α-aryl-substituted β-amino acids. Copyright

Synthesis of 2-substituted-5-halo-2,3-dihydro-4(H)-pyrimidin-4-ones and their derivatization utilizing the sonogashira coupling reaction in the enantioselective synthesis of α-substituted β-amino acids

(Chemical Equation Presented) A convenient, one-pot procedure for the synthesis of 1-benzoyl-2(S)-substituted-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones by tandem decarboxylation/β-iodination of the corresponding 6-carboxy-perhydropyrimidin-4-ones was devel

Preparation of both enantiomers of β2-(3,4-dihydroxybenzyl) -β-alanine, higher homologues of Dopa

β2-(3,4-Dihydroxybenzyl)-β-alanine [β2-Homo-Dopa, 1] is a novel β-amino acid homologue of Dopa, the most successful therapeutic agent in the treatment of Parkinson's disease. Enantioenriched (R)-1 and (S)-1 were obtained via the diastereoselective alkylation of enantiopure pyrimidinone (R)- and (S)-3, chiral derivatives of β-alanine, with veratryl iodide. The major diastereomeric products (2S,5R)-4 and (2R,5S)-4 were hydrolyzed with 57% HBr, and the desired β-amino acids were purified by silica gel chromatography. Alternatively, enantioenriched (R)- and (S)-1 were prepared by means of the highly diastereoselective alkylation (3,4-dimethoxybenzyl iodide) of open-chain β-aminopropionic acid derivatives (R,R,S)-8 and (S,S,R)-8 containing the chiral auxiliary α-phenylethylamine. Finally, nearly enantiopure (R)- and (S)-1 were obtained by resolution of racemic N-benzyloxycarbonyl-2-(3,4- dibenzyloxybenzyl)-3-aminopropionic acid, rac-12, with (R)- or (S)-α-phenylethylamine, followed by catalytic hydrogenolysis.

α-Alkylation of (S)-Asparagine with Self-Regeneration of the Stereogenic Center: Enantioselective Synthesis of α-Substituted Aspartic Acids

A convenient method for the α-alkylation of (S)-asparagine with "self-regeneration of the stereogenic center" is described. The synthetic protocol involves stereoselective conversion of (S)-asparagine into enantiopure imino ether (2S,6S)-9, which is then