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1,6‐Anhydro‐3,4‐O‐Fururylidene‐β‐D‐Galactopyranose, A New Furfurylidene Derivative Formed from Lactose During Pyrolysis
Author(s) -
URASHIMA TADASU,
SUYAMA KYOZO,
ADACHI SUSUMU
Publication year - 1986
Publication title -
journal of food science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.772
H-Index - 150
eISSN - 1750-3841
pISSN - 0022-1147
DOI - 10.1111/j.1365-2621.1986.tb13909.x
Subject(s) - chemistry , furfural , lactose , derivative (finance) , infrared spectroscopy , pyrolysis , extraction (chemistry) , medicinal chemistry , chromatography , organic chemistry , stereochemistry , catalysis , financial economics , economics
ABSTRACT A new fufurylidene derivative which tastes bitter was separated from lactose heated at 200°C for 20 hr by ethyl acetate extraction and preparative thin‐layer chromatography. The compound was identified as the trans isomer of 1,6‐anhydro‐3,4‐O‐furfurylidene‐β‐D‐galactopyranose by ultraviolet, infrared, mass and 1 H‐NMR spectroscopy. The compound and its cis isomer were identified in the reaction mixture of furfural and levogalactosan heated at 175°C for 2 hr with nitric acid.