Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1990-05-17
1991-06-04
Lee, Mary C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536119, 549283, 549285, C07H 1302, C07D31102
Patent
active
050215620
ABSTRACT:
Reactions of azide ion with 2-O-trifluoromethanesulphonates of both 3,4:6,7-di-O-isopropylidene-D-glycero-D-talo-heltono-1,5-lactone and of 3,4:6,7-di-O-isopropylidene-D-glycero-D-galactoheptono-1,5-lactone are disclosed to give predominantly 2-azido-2-deoxy-3,4:6,7-di-O-isopropylidene-D-glycero-D-galacto-heptono-1, 5-lactone initially which then isomerizes under moderate reaction conditions to 2-azido-2-deoxy-3,4:6,7-di-O-isopropylidene-D-glycero-D-talo-heptono-1, 5-lactone.
REFERENCES:
Fleet, Tetrahedron 45, 319-326, (1989).
Bashyal et al., Tetrahedron 43, 415-422 (1987).
Bashyal et al., Tetrahedron 43, 423-430 (1987).
Montgomery and Hudson, J. Am. Chem. Soc. 64, 247 (1942).
Karabinos et al., J. Am. Chem. Soc. 75, 4320 (1953).
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Dho et al., Tetrahedron Lett. 27, 3203-3204 (1986).
Nash et al., Tetrahedron 44, 5959-5964 (1988).
Kite et al., Tetrahedron Lett. 29, 6483-6486 (1988).
Fleet et al., Ibid. 25, 4029-4032 (1984).
Fleet et al., Tetrahedron 43, 979-990 (1987).
Bruce Ian
Fleet George W. J.
Lee Mary C.
McKane Joseph K.
Meyer Scott J.
Monsanto Company
Williams, Jr. James W.
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