63525-16-6

Upstream product

• 93-91-4 1-phenylbutan-1,3-dione 

Downstream Products

• 114896-75-2 1-phenyl-3-(1-pyrrolidinyl)-2-buten-1-one 
• 91164-76-0 3-(1-triazolyl)-1-phenyl-2-buten-1-one 
• 51315-03-8 (3-methyl-2H-azirin-2-yl)(phenyl)- methanone 
• 67948-47-4 β-azidocrotonophenone 
• 56464-02-9 N-(4-benzoyl-5-methyl-2-phenyl-1H-pyrrol-3-yl)-4-methylbenzenesulfonamide 
• 1132922-57-6 URB₄₄₇ 
• 83996-13-8 1-phenyl-3-(p-methyl)phenoxy-2-buten-2-one 
• 91164-86-2 4-Methyl-1-((Z)-1-methyl-3-oxo-3-phenyl-propenyl)-1H-[1,2,4]triazol-4-ium; iodide 
• 83162-02-1 3,3-dimethoxy-1-phenyl-1-butanone 
• 42392-88-1 1-phenyl-3-methoxybut-2-en-1-one 
• 70769-72-1 1-phenyl-3-ethylsulfenyl-2-buten-1-one 
• 70769-75-4 (Z)-1-Phenyl-3-phenylsulfanyl-but-2-en-1-one 
• 30736-22-2 1-phenyl-3-(1-pyrrolidinyl)-2-butene-1-one 
• 145800-02-8 (2Z)-1-phenyl-3-(pyrrolidin-1-yl)but-2-en-1-one 

Relevant academic research and scientific papers

The first general synthesis of 2-C-(β-d-glycopyranosyl)pyrimidines and their evaluation as inhibitors of some glycoenzymes

A systematic study was performed on the preparation of unknown 2-C-(β-d-glucopyranosyl)pyrimidines. Pinner type cyclisation of O-perbenzylated C-(β-d-glucopyranosyl)formamidine with β-ketoesters, dimethyl malonate, and β-diketone derived α,β-unsaturated β-chloroketones followed by catalytic hydrogenation resulted in various substituted 2-C-(β-d-glucopyranosyl)-pyrimidin-4(3H)-ones, and 2-C-(β-d-glucopyranosyl)-4,6-disubstituted-pyrimidines, respectively, in moderate to good yields. The above pyrimidine derivatives were also obtained by ring closure of the unprotected C-(β-d-glucopyranosyl)formamidine with the same 1,3-dielectrophiles. In addition, a continuous one-pot three-step procedure starting from O-peracylated d-glycopyranosyl cyanides was also elaborated to give representatives of the aforementioned pyrimidines with various sugar configurations in acceptable to excellent overall yields (25-94%). Due to the versatility of the applied 1,3-dielectrophiles, these synthetic routes represent the first expansible method to obtain the target compounds. The new C-glycopyranosyl pyrimidines showed moderate inhibition against α-glucosidase and β-galactosidase enzymes, had, however, no activity against glycogen phosphorylase. The obtained molecule library is ready for further biological testing.

RhII-catalyzed [3+2] cycloaddition of 2 H-azirines with N-sulfonyl-1,2,3-triazoles

RhII-catalyzed intermolecular [3+2] cycloaddition of 2 H-azirines with N-sulfonyl-1,2,3-triazoles is disclosed, in which a series of fully functionalized pyrroles is produced via rhodium azavinyl carbene intermediates. A distinct feature of this reaction is that the azavinyl carbene serves as a [2 C] equivalent, instead of as [1 C] or aza-[3 C] synthons, which have been reported previously in cyclopropanations and [3 + n] cycloadditions. Moreover, this methodology has also been successfully applied in the total synthesis of URB447 as well as the formal synthesis of Atorvastatin (Lipitor).