✦ LIBER ✦

Absolute Conformation and Configuration of (2S, 3S)-3-Acetoxy-5-(dimethylaminoethyl)-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one Chloride (Dilthiazem Hydrochloride)

✍ Scribed by Biserka Kojić-Prodić; ŽIva Ružić-Toroš; Vitomir Šunjić; Enio Decorte; Flavio Moimas

Publisher: John Wiley and Sons
Year: 1984
Tongue: German
Weight: 572 KB
Volume: 67
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19840670333

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✦ Synopsis

Abstract

Resolution of racemic cis‐3‐(2‐aminophenylthio)‐2‐hydroxy‐3‐(4‐methoxyphenyl) propionic acid (2) via the cinchonidine salt 3, and brucine salt 4, isolation of the calcium salts (+)‐ and (−)‐5, as well as their cyclization to enantiomeric 1,5‐benzothiazepines (+)‐ and (−)‐1, are described. X‐Ray single‐crystal analysis reveals (2__S__, 3__S__) absolute configuration of (+)‐1 on the basis of tentative comparison of CD data with those for the 1,4‐benzodiazepine derivative (+)‐8 of known absolute configuration.

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