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Preparation De Thiazolidines Deuteriees En Positions 2,3,4 et 5
Author(s) -
Guiliano Michel,
Mille Gilbert,
Chouteau Jacques,
Larice JeanLouis,
Roggero JeanPierre
Publication year - 1978
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580140109
Subject(s) - thiazolidine , chemistry , formaldehyde , substituent , yield (engineering) , nitrogen atom , stereochemistry , medicinal chemistry , organic chemistry , ring (chemistry) , materials science , metallurgy
Two methods of synthesis of thiazolidinic cycle without substituent have been tested. For the classic cysteamine‐formaldehyde reaction we have shown that it was possible to obtain thiazolidine without passing through a chlorydrate intermediate (yield 50–60%). For Bestian's method (ethyleneimine‐formaldehyde reaction followed by H 2 S saturation), we have generalized a mode of operation which was applied up to now to obtain thiazolidine substituted in position‐2 only. It's with the last method that we have prepared the 2,2 d 2 thiazolidine, the 4,4,5,5 d 4 thiazolidine and the 2,2,4,4,5,5 d 6 thiazolidine. (Rating of deuteration upper than 95%). By exchange with with D 2 O in acid medium we have prepared the 2,2,3 d 3 thiazolidine. (Rating of deuteration on nitrogen atom: 97%).