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ON MELANOIDIN FORMATION WITH FURFURAL PARTICIPATION: INITIAL STEP OF THE REACTION OF FURFURAL WITH GLYCINE ESTERS
Author(s) -
OBRETEVOV TZVETAN DIMITROV,
ARGIROV OGNYAN KUZMANOV,
RASHKOV ILIYA BLAGOEV
Publication year - 1983
Publication title -
journal of food processing and preservation
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.511
H-Index - 48
eISSN - 1745-4549
pISSN - 0145-8892
DOI - 10.1111/j.1745-4549.1983.tb00668.x
Subject(s) - furfural , chemistry , melanoidin , glycine , acylation , serine , chloroform , organic chemistry , triethylamine , medicinal chemistry , catalysis , maillard reaction , amino acid , biochemistry , enzyme
The interaction between furfural and methyl or ethyl esters of glycine in the presence of triethylamine was studied as a model of furfural participation in melanoidin formation. The reaction has been stopped at its initial step. N‐furylidene‐β‐(2‐furyl)serine, methyl, respectively ethyl ester was isolated as a main product. It was shown that in chloroform the compounds cyclotautomerize resulting in the corresponding oxazolidines. The erythro configuration of N‐furylidene‐β‐(2‐furyl)serine, methyl ester is verified by comparison with a sample prepared by an alternative route. The corresponding N‐acetyloxazolidines are derived by acylation of the compounds obtained.