Nakane, Satoshi’s team published research in Tetrahedron in 2018-09-20 | CAS: 74317-85-4

Tetrahedron published new progress about Crystal structure. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Product Details of C8H7BrO3.

Nakane, Satoshi published the artcileSynthesis of fluspidine via asymmetric NaBH4 reduction of silicon enolates of β-keto esters, Product Details of C8H7BrO3, the main research area is fluspidine preparation.

Asym. NaBH4 reduction catalyzed by the Co(II) complex of a chiral diamidine-type sp2N ligand, Naph-diPIM-dioxo-iPr, was successfully applied to 3-silyloxycinnamate substrates without over-reduction, giving quant. 3-silyloxy-3-arylpropionates with an enantiomer ratio of up to 99:1. The high utility was confirmed on a 30-g scale using 0.1mol% catalyst. Both Z and E substrates could be converted to a single enantiomeric product by changing the ligand chirality. The relationship between the Z/E stereochem. and the absolute configuration of the 1,4-reduction product provided important information about the mechanism underlying enantioface selection. Combination of the asym. catalysis with two other key steps, Suzuki coupling with an N-protected tetrahydropyridine boronic acid derivative and intramol. bromo etherification, realized an efficient synthetic route to both enantiomers of fluspidine I [stereo = R or S]. The new strategy permited the introduction of substituents on the two aryl groups and piperidine ring, allowing for structural variations toward the development of higher performance σ1 receptor antagonists.

Tetrahedron published new progress about Crystal structure. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Product Details of C8H7BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary