Chem. J. Chinese Universities ›› 1985, Vol. 6 ›› Issue (3): 225.
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Cao Lingbua, Liu Yuting
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Abstract: The title compounds with the 2, 6-dioxabicyclo-[3.2.0]-heptane skeleton were synthesized respectively from methyl 3,5-O-(1-methylethylidene)-α- and β-D-xylofuranoside (IAand IB) in five steps. This consists of benzylation, deacetonation, tosylation, acetylation and ring closure. Then the eight intermediates i.e. methyl 2-O-benzyl-3,5-O-(1-methylethylidene)-α- and β-D-xylofuranoside (ⅡA, ⅡB), methyl 2-O-benzyl-α- and β-D-xylofuranoside (ⅢA, ⅢB), methyl 2-O-benzyl-3, 5-di-O-tosyl-β-D-xylofuranoside (ⅣB), methyl 2-O-benzyl-3-O-acetyl-5-O-tosyl-a-D-xylofuranoside (Ⅵ A), methyl 2-O-benzyl-3, 5-anhydro-α- and β-D-xylofuranoside (ⅦA, ⅦB)were obtained sequentially. The key intermediates both Ⅳ Aand Ⅵ Bare crystalline. The mass spectra of these compounds have been given.
TrendMD:
Cao Lingbua, Liu Yuting . Synthesis of Methyl 2-O-Benzyl-3,5-Anhydro-α-and β-D-Xylofuranoside[J]. Chem. J. Chinese Universities, 1985, 6(3): 225.
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