87143-93-9Relevant articles and documents
A Reinvestigation of the Tritylation of Maltose
Koizumi, Kyoko,Utamura, Toshiko
, p. 1260 - 1266 (2007/10/02)
Treatment of β-maltose with 2 molar equivalents of trityl chloride in pyridine at 1000C for 1 h afforded trityl 6,6'-di-O-trityl-β-maltoside (1), 2,6'-di-O-trityl-α-maltose (2), trityl 6'-O-trityl-β-maltoside (3), 6,6'-di-O-tritylmaltose (4), and a mixture of 6- and 6'-O-tritylmaltoses (6).The ratios of 1, 2, 3, and 6 to the main product, 4 were estimated to be 6, 9, 11, and 31:100, respectively, by thin-layer chromatogram spectrophotometry at 260 nm.Each trityl ether was isolated by column chromatography (CC) and then acetylated individually.After acetylation, 6 was separated by CC to give 6-O-tritylmaltose heptaacetate (6A) and 6'-O-tritylmaltose heptaacetate (7A).The structures of all trityl ethers were established by means of 1H-nuclear magnetic resonance (NMR) and 13C-NMR analyses, optical rotation measurements, etc.The trityl ethers of maltose were compared with those of cellobiose, and the relationship between their conformations and their reactivities or chromatographic behavior is discussed.Keywords---maltose; tritylation; trityl 6,6'-di-O-trityl-β-maltoside; trityl 6'-O-trityl-β-maltoside; 6,6'-di-O-tritylmaltose; 2,6'-di-O-trityl-α-maltose; 6-O-tritylmaltose; 6'-O-tritylmaltose: 1H-NMR; 13C-NMR
