Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1992-02-13
1994-01-04
Cintins, Marianne M.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
546242, 548541, C07D21140, C07D20712
Patent
active
052761207
ABSTRACT:
A process for the preparation of a 1,5-dideoxyazafuranose or 1,6-dideoxy-azapyranose is disclosed. In such a process, an azido-substituted .alpha.-ketose phosphate having a five- or a six-carbon chain is hydrogenated in the presence of a palladium catalyst. The carbon atom bearing the azido substituent and the carbon atom of the keto group of the .alpha.-ketose phosphate starting material are separated by two or three carbon atoms.
REFERENCES:
patent: 5017704 (1991-05-01), Fleet et al.
patent: 5100797 (1992-03-01), Fleet et al.
Liebs. Ann. Chem.; 1989; 423-428; Schmidt et al.
Paulsen et al., Adv. Carbohydr. Chem. 1968, 23, 115.
Fellows, Chem. Br. 1987, 23, 842.
Truscheit et al., Angew. Chem. Int. Ed. Engl. 1981, 20, 744.
Inouye et al., Tetrahedron 1968, 24, 2125.
Muller, in Biotechnology, Rehm, H.-J. et al., eds., VCH Verlagsgesellschaft Weinheim 1985, vol. 4, Chap. 18.
Liu, J. Org. Chem. 1987, 52, 4717.
Anzeveno et al., J. Org. Chem. 1989, 54, 2539.
Yoshikuni et al., J. Pharmacobio-Dyn 1988, 111, 356.
Karpas et al., Proc. Natl. Acad. Sci. 1988, 85, 9229.
Walker et al., Proc. Natl. Acad. Sci. 1987, 84, 8120.
Winkler et al., J. Med. Chem. 1989, 32, 2084.
Humphries, M. J., et al. Cancer Res. 1986, 46, 5215.
Fleet, Chem. Br. 1989, 25, 287.
Bernotas et al., Tetrahedron Lett. 1985, 26, 1123.
Setoi et al., Chem. Pharm. Bull. 1986, 34, 2642.
Legler et al., Carbohydr. Res. 1984, 128, 61.
Hanesian, Chem. Ind. 1966, 2126.
Ziegler et al., Angew Chem. Int. Ed. Engl. 1988, 29, 716.
Buchanan et al., J. Chem. Soc. Perkin Trans. 1990, 699.
Fleet et al., J. Chem. Soc. Perkin Trans. 1989, 665.
Dondoni et al., J. Chem. Soc. Chem. Commun. 1990, 854.
Fleet et al., Chem. Lett. 1986, 1051.
Ciufolini et al., J. Am. Chem. Soc. 1989, 111, 3473.
Vasella et al., Helv. Chim. Acta. 1982 65, 1134.
Daigo et al., Chem. Pharm. Bull. 1986, 34, 2243.
Fellows et al., J. C. S. Chem. Comm. 1979, 977.
Saul et al. Arch. Biochem. Biophys. 1983, 221, 593.
Paulsen et al., Chem. Ber. 1967, 100, 802.
Saeki et al., Chem. Pharm. Bull. 1968, 16, 2477.
Kinast et al., Angew. Chem. Int. Ed. Engl. 1981, 20, 805.
Bernotas et al., Tetrahedron Lett. 1984, 25, 165.
Iida, J. Org. Chem. 1987, 52, 3337.
Bernotas et al., Tetrahedron Lett. 1985, 26, 1123.
von der Osten et al., J. Am. Chem. Soc. 1989, 111, 3924.
Pederson et al., Heterocycles 1989, 28, 477.
Straub et al., J. Org. Chem. 1990, 55, 3926.
Durrwachter et al., J. Am. Chem. Soc. 1986, 108, 7812.
Durrwachter et al. J. Org. Chem. 1988, 53, 4175.
Bednarski et al. Tetrahedron Lett. 1986, 27, 5807.
Hamana et al., J. Org. Chem. 1987, 52, 5492.
Pederson et al., J. Org. Chem., 55, 4897 (1990).
Ozaki et al., J. Am. Chem Soc. 1990, 112, 4970.
Nelson et al., J. Med. Chem., 19:153 (1976).
Weinreb et al., Tetrahedron Lett. 1986, 2099.
Lalegerie et al., Biochemie 1982, 64, 977.
Withers et al., J. Am. Chem. Soc. 1988, 1100, 8551.
Withers et al., J. Am. Chem. Soc. 1990, 112, 5887.
Schweden et al., Arch. Biochem. Biophys., 1986, 248,335.
Dale et al., Biochemistry, 1985, 24, 3530.
Reitz, et al., Tetrahedron Lett, 31 (47):6777-6750 (1990).
Valentin-Hansen et al., EMBO J., 1:317 (1982).
Lipshutz et al., J. Am. Chem. Soc., 104:2305 (1982).
Pederson et al., Tetrahedron Lett., 47:2643 (1991).
Wong et al., Tet. Letters, 32(37);4867-4870 (1991).
Paulsen et al., Liebigs Ann. Chem., pp. 953-957 (1990).
Kajimoto et al., J. Am. Chem. Soc., 113:6187-6196 (1991).
Liu et al., J. Org. Chem., 56(22):6280-6289 (1991).
Kajimoto et al., J. Am. Chem. Soc., 113:6678-6680 (1991).
Chen Lihren
Kajimoto Tetsuya
Liu Kun-Chin
Wong Chi-Huey
Cintins Marianne M.
Hydorn Michael B.
The Scripps Research Institute
LandOfFree
Process for forming omega-deuxy-azasugars does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for forming omega-deuxy-azasugars, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for forming omega-deuxy-azasugars will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-308135