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

KojićProdić Biserka | Zendy; RužićToroš ŽIva | Zendy; Šunjić Vitomir | Zendy; Decorte Enio | Zendy; Moimas Flavio | Zendy

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

Author(s) -

KojićProdić Biserka,

RužićToroš ŽIva,

Šunjić Vitomir,

Decorte Enio,

Moimas Flavio

Publication year - 1984

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19840670333

Subject(s) - chemistry , brucine , absolute configuration , enantiomer , stereochemistry , salt (chemistry) , derivative (finance) , crystal structure , medicinal chemistry , crystallography , organic chemistry , biochemistry , economics , financial economics , strychnine

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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