SYNTHÈSES D'ACIDES AMINOBUTYRIQUES: II. ACIDES ALKYLAMINO-2 HYDROXY-4 BUTYRIQUES

1962 ◽  
Vol 40 (10) ◽  
pp. 1960-1964 ◽  
Author(s):  
Réal Laliberté ◽  
Louis Berlinguet
Keyword(s):  
Acid Hydrolysis ◽  
Primary Amines ◽  
Hydroxybutyric Acid ◽  
Derivatives Of

Starting from 2-bromo-4-butyrolactone which was treated with primary amines, five new 2-alkylamino-4-hydroxy-N-alkylbutyramides were obtained in good yields. Acid hydrolysis gave the corresponding lactones, which, when treated with Ba(OH)2, gave the 2-alkylamino-4-hydroxybutyric acids. The new derivatives of homoserine thus prepared are: 2-methylamino-4-hydroxybutyric acid, 2-ethylamino-4-hydroxybutyric acid, 2-propylamino-4-hydroxybutyric acid, 2-butylamino-4-hydroxybutyric acid, and 2-cyclohexylamino-4-hydroxybutyric acid.Some of these amides were easily lactonized in HCl-acetone medium. Two 2-alkylamino-4-chloro-N-alkylbutyramides were also prepared.

Use of Dansyl Derivatives and Mass Spectrometry for Identification of Biogenic Amines

1968 ◽  
Vol 14 (4) ◽  
pp. 302-309 ◽  
Author(s):  
C R Creveling ◽  
K Kondo ◽  
J W Daly
Keyword(s):  
Mass Spectrometry ◽  
Amino Acids ◽  
Biogenic Amines ◽  
Primary Amines ◽  
Mass Determination ◽  
Chromatographic System ◽  
Mammalian Heart ◽  
Heart Mass ◽  
Dansyl Derivatives ◽  
Derivatives Of

Abstract A useful technic for the isolation, separation, and identification of biogenic amines as fluores ent dansyl derivatives is described. A thin-layer chromatographic system is presented for the separation of the dansyl derivatives of phenethylamines from their corresponding β-hydroxyl derivatives, of primary amines from their corresponding N-alkylated derivatives, and of the components present in an extract of mammalian heart. Mass spectrums of dansyl derivatives of various amines and amino acids are presented to illustrate parent ion mass determination. This technic was applied to the identification of various amines present in mammalian heart. Identification was based on cochromatography and identity of parent ion mass with authentic compounds. Piperidine, dimethylamine, phenethylamine, methylamine, phenethanolamine, putrescine, spermidine, spermine, and tyramine were identified.

ÉTUDES SUR LA SYNTHÈSE DE L’HYDROXYPROLINE À PARTIR DE DÉRIVÉS DE L’ACIDE 2-AMINO-4-PENTÈNOÏQUE

1956 ◽  
Vol 34 (4) ◽  
pp. 502-514 ◽  
Author(s):  
Roger Gaudry ◽  
Louis Berlinguet ◽  
André Langis ◽  
Gérard Paris
Keyword(s):  
Double Bond ◽  
Acid Hydrolysis ◽  
Malonic Acid ◽  
Systematic Investigation ◽  
Carboxyl Group ◽  
Reaction Products ◽  
Pentanoic Acid ◽  
Copper Salts ◽  
Halogenation Reaction ◽  
Derivatives Of

A systematic investigation of the synthesis of 4-hydroxy-DL-proline and 2-amino-4-dihydroxyvaleric acid has been made, starting from the following derivatives of 2-amino-4-pentenoic acid: ethyl allylacetamidomalonate, ethyl allylacetamidocyanoacetate, 2-phthalimidopentenoic acid, allylacetamido-malonic acid, acetylallylglycine, 5-allylhydantoin, and 3-phenyl-5-allylhydantoin. Chlorine or bromine was added to the double bond of these compounds, and the reaction products were either derivatives of 5-halogenated-4-valerolactones or derivatives of 4,5-dihalogenated pentanoic acids, depending on whether the carboxyl group of the pentanoic acid was free or not when the halogenation reaction was carried out. Acid hydrolysis followed by treatment with barium hydroxide always gave mixtures, in different ratio, of 4-hydroxy-DL-proline and 2-amino-4,5-dihydroxyvaleric acid which were analyzed and isolated as the copper salts. In the case of 5-(2,3-dibromopropyl)hydantoin and 3-phenyl-5-(2,3-dibromopropyl)hydantoin, no cyclization could be obtained.

Phytol And Glycerol Derivatives From The Marine Green Alga Codium Iyengarii Of The Karachi Coast (Arabian Sea)

2001 ◽  
Vol 56 (8) ◽  
pp. 837-841 ◽  
Author(s):  
Muhammad Shaiq Ali ◽  
Muhammad Saleem ◽  
Viqar Uddin Ahmad ◽  
Simin Shameel
Keyword(s):  
Ethyl Acetate ◽  
Acid Hydrolysis ◽  
Green Alga ◽  
Arabian Sea ◽  
Methanolic Extract ◽  
Derivatives Of ◽  
Soluble Part ◽  
Marine Green Alga

The ethyl acetate soluble part of a methanolic extract of the marine green alga Codium iyengarii, collected from the Karachi coast of the Arabian Sea, afforded four new derivatives of glycerol named : codioside A,B,C,D (1-4), a new derivative of frans-phytol named codioester (5) and rrans-phytol (6). The structures of 1 -5 were elucidated with the aid of acid hydrolysis, methylation, GC-MS, and spectroscopy. The structure of 1 was confirmed through the HMBC NMR technique and the structures of compounds 2 -4 were based on the assignments made for 1

Steric influences on the formation of nickel(II) complexes containing Schiff base derivatives of 2-acetylpyrrole with primary amines

Polyhedron ◽  
1994 ◽  
Vol 13 (13) ◽  
pp. 2055-2060 ◽  
Author(s):  
W.J. Birdsall ◽  
David P. Long ◽  
Sean P.E. Smith ◽  
M.E. Kastner ◽  
Kai Tang ◽  
...  
Keyword(s):  
Schiff Base ◽  
Primary Amines ◽  
Schiff Base Derivatives ◽  
Derivatives Of

1'-Derivatives of sucrose and their acid hydrolysis

1980 ◽  
Vol 33 (11) ◽  
pp. 2487 ◽  
Author(s):  
RD Guthrie ◽  
ID Jenkins ◽  
JJ Watters
Keyword(s):  
Acid Hydrolysis ◽  
Hydrolysis Of ◽  
Derivatives Of

Syntheses of 1'-chloro-1'-deoxy- and 1'-deoxy-sucrose are described. Several routes were investigated, the most successful being through 6,1',6'-tri-O-(2,4,6-trimethylbenzenesulfonyl)sucrose. Attempts to prepare 1'-deoxy-1'-fluorosucrose were unsuccessful. The rates of the acid-catalysed hydrolysis of 1'-chloro-1'-deoxysucrose and of 1'- deoxysucrose have been measured. These values are compared with that for sucrose itself. The mechanism of the hydrolyses is discussed.

scholarly journals The reaction of iodobenzene-p-sulphonyl chloride (pipsyl chloride) with certain amino acids and peptides, and with insulin

1967 ◽  
Vol 102 (3) ◽  
pp. 815-824 ◽  
Author(s):  
J. C. Fletcher
Keyword(s):  
Amino Acids ◽  
Thin Layer ◽  
Acid Hydrolysis ◽  
Thin Layer Chromatography ◽  
Cysteic Acid ◽  
Buffer System ◽  
The Common ◽  
Layer Chromatography ◽  
Derivatives Of

1. A system of separation using buffered Celite columns is described that enables the pipsyl derivatives of most of the common amino acids to be separated. 2. The reaction of pipsyl chloride with several amino acids not included in previous studies has been investigated. In particular, knowledge of the acid-soluble pipsyl derivatives of arginine, histidine, lysine, tyrosine and cysteic acid has been extended. 3. Reproducible factors have been obtained that enable corrections to be applied for the breakdown of pipsylamino acids on acid hydrolysis. 4. The reaction of pipsyl chloride with peptides has been studied under various conditions. 5. The extent of the reaction between pipsyl chloride and insulin depends on the nature of the solvent-buffer system, and under the best conditions so far found is about 75% complete. 6. In an Appendix, the separation of pipsylamino acids by thin-layer chromatography is described.

scholarly journals Isolation of some precursors of 2-methylpyrrole in the Elson–Morgan reaction

1970 ◽  
Vol 120 (4) ◽  
pp. 873-876 ◽  
Author(s):  
Franca Serafini-Cessi ◽  
C. Cessi
Keyword(s):  
Acid Hydrolysis ◽  
Amino Group ◽  
Mild Conditions ◽  
Derivatives Of ◽  
Anhydrous Solvent

1-C-(1-Acetylacetonyl)-2-deoxy-2-(1-methyl-3-oxobut-1-enyl)amino -d-galactitol is obtained from the condensation of 2-amino-2-deoxy-d-galactose with pentane-2,4-dione in anhydrous solvent. On treatment with hot alkali it gives 2-methylpyrrole with 37% yield. By acid hydrolysis under mild conditions the compound loses the N substituent and from the resulting unstable derivative 2-methylpyrrole is obtained (52% yield). It is concluded that derivatives of aminohexoses substituted at C-1 with a dioxopentyl chain are the precursors of 2-methylpyrrole in the Cessi & Serafini-Cessi (1963) modification of the Elson–Morgan reaction. As demonstrated previously, products of condensation of aminohexoses with pentane-2,4-dione at the amino group are not converted directly into 2-methylpyrrole, but this step provides protection of the amino group during condensation at C-1.

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