ChemInform Abstract: SYNTHESIS OF ALIPHATIC-AROMATIC AMINO KETONES, AMINO ALCOHOLS, AND AMINO AMIDES BASED ON CAPROLACTAM

1977 ◽  
Vol 8 (34) ◽  
pp. no-no
Author(s):  
E. YA. BORISOVA ◽  
I. A. RUBTSOV ◽  
L. A. BOTOVA ◽  
L. A. LUKASHOVA ◽  
E. M. CHERKASOVA
Keyword(s):  
1976 ◽  
Vol 41 (2) ◽  
pp. 443-458 ◽  
Author(s):  
J. O. Jílek ◽  
I. Červená ◽  
Z. Kopicová ◽  
K. Šindelář ◽  
E. Svátek ◽  
...  
Keyword(s):  

1985 ◽  
Vol 50 (5) ◽  
pp. 1078-1088 ◽  
Author(s):  
Zdeněk Polívka ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Jan Metyš ◽  
Miroslav Protiva

Reaction of dibenzo[b,e]thiepin-11(6H)-one with 2-(dimethylaminomethyl)cyclohexylmagnesium chloride gave a mixture of stereoisomeric amino alcohols IX from which four homogeneous bases (IXa to IXd) were separated by chromatography. Dehydration of these compounds with boiling dilute hydrochloric acid afforded mixtures of racemic geometric isomers of the title compound VII, which were separated by crystallization. To the prevailing less polar base VIIa (E)-configuration was assigned on the basis of the IR spectrum. Using a similar procedure, thieno[2,3-c]-2-benzothiepin-4(9H)-one gave mixture of amino alcohols X from which three homogeneous stereoisomers X-A to X-C were isolated. Their dehydration resulted in both expected racemic geometric isomers VIII-A and VIII-B. Pharmacological testing proved the character of an antidepressant for the semi-rigid analogue of dithiadene VIII.


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