An efficient route to γ-secretase inhibitor hydroxyl thiophene sulfonamide 1 is described. The approach contains nine steps with an overall yield of 8%. The synthesis highlights a diastereoselective methylation using Evans' oxazolidinone method and a chiral Strecker reaction via Davis' sulfonimine protocol.
An asymmetric synthesis of alpha-amino acids with novel beta-branched side chains has been implemented. The syntheses feature a p-toluenesulfinylimine induced chiral Strecker approach and were found to be applicable to the introduction of both aliphatic and aromatic beta-branched sidechains for preparation of previously unknown alpha-amino acids.
An efficient route to the biologically active naphthyl benzofuran derivative is described. The synthesis highlights a regioselective Suzuki coupling of a benzofuran and a dibromo substituted naphthalene. The scope of regioselective Suzuki coupling has been investigated.
The synthesis of 3α-methyl-7-oxo-3β-(1H-1,2,3 triazol-1-ylmethyl)-4-thia-azobicyelo[3,2,0] heptane 2α-carboxylic acid-4,4-dioxide(tazobactam) was studied in this paper, particularly the affecting factors of the chlorization cyclization and azide substitution. The synthesis of tazobactam was described starting with 6-aminopenicillanic acid in eleven steps, that include diazotization-bromination, oxidation, chlorization cyclization and so on. Finally tazobactam was obtained and the total yield was about 4%.