Enzyme-assisted kinetic resolution of novel 2-naphthol Mannich bases

Design, synthesis and bioevaluation of novel candidate selective estrogen receptor modulators

“…Regulatory agencies have stopped approving racemic mixtures to be introduced in the market as drugs. It is a well-established fact that the desired biological response is due to one enantiomer only and that the other enantiomer, in nearly all cases, is either inactive or toxic [10]. Since our designed molecule has a chirality centre, we need either to synthesize it in an optically pure form or to resolve the enantiomeric pair into pure enantiomers.…”

Recent advances in the synthesis and synthetic applications of Betti base (aminoalkylnaphthol) and bis-Betti base derivatives

“…Jha et al 54 have devoted considerable attention to an efficient synthesis of 1-((2-hydroxynaphthalen-1-yl)arylmethyl)piperidin-4-ol prototypes 78 as racemic mixtures via the Mannich reaction protocol from 2-naphthol, 4-piperidinol, and different aromatic aldehydes. The reaction proceeded in the presence of p-TSA as catalyst in ethanol at reux and was complete within 72 h to produce the corresponding products in 6.5-85% yields (Scheme 45).…”

Syntheses, transformations and applications of aminonaphthol derivatives prepared via modified Mannich reactions

“…were designed and synthesized by Jha et al via the mMR protocol from 2-naphthol (1), 4-piperidinol and 10 different aromatic aldehydes. 28 With the aim of a better biological effect, the structure of 14 was extended with different dialkylaminoethoxy substituents at position-4 of the aryl group (15aef, Scheme 6). 29 The syntheses of naphth [2,1- 3]oxazines 17 from amine, 2 equiv of formalin and 1-or 2-naphthol with water as solvent were described by Nath et al 30 The same reaction was achieved by Shingare et al with KAl(-SO 4 ) 2 $12H 2 O as a reusable, non-toxic inexpensive catalyst.…”