Stereochemical studies. VIII. Further studies of stereochemical effects on the course of oxidation of α-acyloctahydronaphthalenones

1980 ◽  
Vol 33 (11) ◽  
pp. 2467 ◽  
Author(s):  
S Middleton ◽  
LE Stock
Keyword(s):  
Hydrogen Peroxide ◽  
Carboxylic Acids ◽  
Derivatives Of ◽  
Acyl Derivatives

trans-Fused octahydroindene-1- and -2-carboxylic acids are formed stereoselectively on oxidation of α-acyl derivatives of trans-fused octahydronaphthalen-1(2H)- and -2(1H)-ones by hydrogen peroxide.

Thiohydantoins. II. Thiohydantoins Derived from Aspartic and Glutamic Acids

1952 ◽  
Vol 5 (4) ◽  
pp. 721
Author(s):  
JM Swan
Keyword(s):  
Acetic Anhydride ◽  
Carboxylic Acids ◽  
Ammonium Thiocyanate ◽  
Derivatives Of ◽  
Isomeric Pairs ◽  
Acyl Derivatives

N-Acyl derivatives of the &carboxylic acids, aspartic and glutamic acids, yield the corresponding anhydrides when heated with acetic anhydride in the presence or absence of ammonium thiocyanate. In general these anhydrides form isomeric pairs of amides and anilides, and only one of each pair can be converted into the corresponding 2-thiohydantoin. The anhydrides from N-phenylacetyl- and N-p-nitro-benzoylglutamic acids, and N-acetylaspartic acid have been regarded hitherto as oxazolones.

Stereochemical studies. VI. Stereoselective synthesis of trans-fused octahydroindene-1-carboxylic acids

1980 ◽  
Vol 33 (1) ◽  
pp. 101 ◽  
Author(s):  
M Galteri ◽  
PH Lewis ◽  
S Middleton ◽  
LE Stock
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Good Yield ◽  
Stereoselective Synthesis ◽  
Carboxyl Group ◽  
Derivatives Of ◽  
Acyl Derivatives

The trans-fused octahydroindene-1-carboxylic acid (9) having a pseudo- axial carboxyl group is formed in good yield on oxidation of 2-acyl derivatives of trans-fused octahydronaphthalen-1(2H)-one. On epimerization it yields the pseudo-equatorial isomer (3) which is structurally related to the gibberellic acids.

scholarly journals Synthesis of acylic derivatives of prolylleucylglycinamide

2019 ◽  
Vol 55 (4) ◽  
pp. 429-435
Author(s):  
V. A. Haidukevich ◽  
S. K. Petkevich ◽  
E. G. Karankevich ◽  
P. V. Kurman ◽  
Z. I. Kuvaeva ◽  
...  
Keyword(s):  
Formic Acid ◽  
Hydrogen Chloride ◽  
Carboxylic Acids ◽  
Ethyl Ester ◽  
Ammonia Solution ◽  
Dioxane Solution ◽  
Mixed Anhydride ◽  
Derivatives Of ◽  
Acyl Derivatives ◽  
Methanolic Ammonia

Tert-butyloxycarbonylprolylleucylglycinamide is obtained both by the interaction of tert-butyloxycarbonylprol ylleucylglycine ethyl ester with a methanolic ammonia solution and by the reaction of glycine amide with a mixed anhydride which was synthesized from tert-butyloxycarbonylprolylleucine and isobutylchloroformate. The removal of the tert-butyloxycarbonyl group by the action of formic acid or a dioxane solution of hydrogen chloride and treatment of the resulting salts with the corresponding base yielded a prolylleucylglycinamide, by the interaction of which with acetic, benzoic or 5-phenylisoxazole-3-carboxylic acids chlorides acyl derivatives of prolylleucylglycinamide are obtained.

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