Synthesis and asymmetric resolution of substituted 2-aminoindane and 2-aminotetralin derivatives

Küçük Resim Yok

Tarih

2023

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Pergamon-Elsevier Science Ltd

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

We performed the racemic synthesis and asymmetric resolution of one 2-aminoindane and three 2-aminotertalins due to their crucial biological roles in the central nervous system (CNS). For this reason, desired (+/-)-2-aminoindane and (+/-)-2-aminotetralin derivatives were synthesized starting from appropriate reagents. While highly enantio pure (+)-39, (+)-40, and ( inverted exclamation )-40 were obtained from the reaction of racemic amines with (R)-O-acetylmandeloyl chloride followed by crystallization, hydrolysis with KOH and acidification with HCl, (S)-42 and (-)-43 were synthesized via the reaction of racemic amines with (S)-mandelic acid and hydrolysis.(c) 2023 Elsevier Ltd. All rights reserved.

Açıklama

Anahtar Kelimeler

Dopaminergic compounds, 2-Aminotetralin, 2-Aminoindane, Asymmetric resolution, Mandelic acid, O-acetylmandeloyl chloride

Kaynak

Tetrahedron

WoS Q Değeri

N/A

Scopus Q Değeri

Q2

Cilt

133

Sayı

Künye