6-Deoxy-3,4-O-isopropylidene-2-C-methyl-l-galactono-1,5-lactone
نویسندگان
چکیده
X-ray crystallography unequivocally confirmed the stereochemistry of the 2-C-methyl group in the title mol-ecule, C(10)H(16)O(5), in which the 1,5-lactone ring exists in a boat conformation. The absolute stereochemistry was determined by the use of d-ribose in the synthesis. The crystal exists as O-H⋯O hydrogen bonded chains of mol-ecules running parallel to the a axis with each mol-ecule acting as a donor and acceptor for one hydrogen bond.
منابع مشابه
2-Azido-2-deoxy-3,4-O-isopropylidene-2-C-methyl-d-talono-1,5-lactone
The relative stereochemistry of the title compound, C(10)H(15)N(3)O(5), was confirmed by the crystal structure determin-ation. The absolute configuration was determined from the use of d-lyxonolactone as the starting material. The six-membered ring adopts a boat conformation with the larger azide group, rather than the methyl group, in the bowsprit position. In the crystal structure, a bifurcat...
متن کامل3,4-O-Isopropylidene-2-C-methyl-d-galactonolactone
X-ray crystallography unequivocally confirmed the stereochemistry of the 2-C-methyl group in the title mol-ecule, C(10)H(16)O(6), in which the 1,5-lactone ring exists in a boat conformation. The use of d-galactose in the synthesis determined the absolute stereochemistry. The crystal exists as O-H⋯O hydrogen-bonded layers in the ab plane, with each mol-ecule acting as a donor and acceptor for tw...
متن کاملl-Galactose Metabolism in Bacteroides vulgatus from the Human Gut Microbiota
A previously unknown metabolic pathway for the utilization of l-galactose was discovered in a prevalent gut bacterium, Bacteroides vulgatus. The new pathway consists of three previously uncharacterized enzymes that were found to be responsible for the conversion of l-galactose to d-tagaturonate. Bvu0219 (l-galactose dehydrogenase) was determined to oxidize l-galactose to l-galactono-1,5-lactone...
متن کامل3-Deoxy-1,2-di-O-isopropylidene-5-O-tosyl-d-threo-pentofuranose
In the crystal structure of the title compound, C(15)H(20)O(6)S, the two independent mol-ecules crystalllize in a chiral setting with two different conformations, twisted (4)T(3) and envelope (4)E, for the furan-ose rings. Weak C-H⋯O contacts strengthen the crystal structure.
متن کاملFacile synthesis of a D-galactono-1,6-lactone derivative, a precursor of a copolyester.
2,3,4,6-Tetra-O-methyl-d-galactonic acid (5) was readily prepared from d-galactono-1,4-lactone (1) in 47% yield. The sequence involves tritylation of HO-6 of 1, followed by O-permethylation and deprotection. Lactonization of 5 led to the per-O-methyl-d-galactono-1,6-lactone, which was copolymerized with epsilon-caprolactone by ring-opening polymerization catalyzed by scandium triflate. The inco...
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عنوان ژورنال:
دوره 67 شماره
صفحات -
تاریخ انتشار 2011