Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...
Patent
1997-04-18
2000-03-28
Shah, Mukuno J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Unsubstituted hydrocarbyl chain between the ring and the -c-...
C07D22300
Patent
active
060433590
ABSTRACT:
The invention relates to processes for the preparation of 4a,5,9,10,11,12-hexahydro-6H-benzofuro(3a,3,2-ef)(2)benzazepine, or derivatives thereof. Furthermore, the invention also relates to the compounds formed during the preparation of 4a,5,9,10,11,12-hexahydro-6H-benzofuro(3a,3,2-ef)(2)benzazepine.
REFERENCES:
patent: 4290862 (1981-09-01), Vlahov et al.
patent: 4663318 (1987-05-01), Davis
patent: 5428159 (1995-06-01), Shieh et al.
Barton et al., "The Synthesis of Galanthamine", Proc. Chem. Soc., 392-393 (1960).
Barton et al., "Phenol Oxidation and Biosynthesis Part. V. The Synthesis of Galanthamine", J. Chem. Soc. 806-817 (1962).
Kametani et al., "Studies on the Syntheses of Heterocyclic Compounds Part CCCXV. Modified Total Synthesis of (.+-.)-Galanthamine Through Phenol Oxidation", J. Chem. Soc., 2602-2605 (1969).
Kametani et al., "Modified Total Synthesis of (.+-.) Galannthamine Through Phenol Oxidation", J. Chem. Soc. Chem. Comm., 425-426 (1969).
Kametani et al., "Studies on the Syntheses of Heterocyclic Compounds, Part CCCLXXXVI, Alternative Total Syntheses of Galanthamine and N-Benzylgalanthamine Iodide", J. Chem. Soc., 1043-1047 (1971).
Kametani et al., "Studies on the Syntheseis of Heterocyclie Compounds, Part DVII(1), A Synthesis of (.+-.)-N-Norgalanthamine", J. Het. Chem., 10:35-37 (1973).
Kametani et al., "Studies on the Synthesis of Heterocyclic Compounds, CCCXCVI, An Alternative Total Synthesis of (.+-.)-Galanthamine," J. Org. Chem., 36:1295-97 (1971).
Szewczyk et al., "An Improved Synthesis of Galanthamine", J. Het. Chem., 25:1809-1811 (1988).
Vlahov et al., "Synthese Von Biologisch Aktiven Naturstoffen", Izv. Khim, 20:59-71 (1987).
Krikorian et al., "Synthesis of Galanthamine: Intramolecular Para-Ortho-Coupling of Diaryl Ethers by Anodic Oxidation", Tetrahedron Lett., 25:2969-2972 (1984).
Vlahov et al., "Synthesis of Galanthamine and Related Alkaloids--New Approaches", Tetrahedron, 45:3329-3345 (1989).
Shimizu et al., "A Biogenetic-type Asymmetric Synthesis of Optically Active Amarylllidaceae Alkaloids: (+)- and (-)-Galanthamine from L-Tyrosine", Heterocycles, 8:277-282 (1977).
Kametani et al., "The Optical Resolution of (.+-.)-Galanthamine", Heterocycles, 4:1111-14 (1976).
Anonymous, Synform, 183-94 (1983); Chemical Abstracts, 100(15):121402z.
Kametani et al., "Studies on the Syntheses of Heterocyclic Compounds, Part CCCXV, Modified Total Synthesis of (.+-.)-Galanthamine Through Phenol Oxidation", J. Chem. Soc., 2602-05 (1969).
Holton et al., "Palladium-Mediated Biomimetic Synthesis of Narwedine", Am. Chem. Soc., 110:314-316 (1988).
Shieh et al., "Asymmetric Transformation of Ether Enantiomer of Narwedine via total Spontaneous Resolution Process, A Concise Solution to the Synthesis of (-)-Galanthamine", J. Org. Chem., 59:5463-5465 (1994).
Smith et al., "2-Hydroxymethyl-2-Cyclopenteone", Organic synthesis Coll. Volumes, 7:271-275 (1988).
Hagedorn et al., "Bicyclo[3.3.0]octane-2,6-dioneand Bicyclo[3.3.0]octa-3,7-dione-2,6-dione", J. Org. Chem., 42:3765-67 (1977).
Shimizu et al., "Sterochemical Studies, LIV, A Biogenetic-type Asymmetric Synthesis of Optically Active Galanthamine from L-Tyrosine", Chem. Pharm. Bull., 26:3765-71 (1978).
Baraka et al., "Reversal of Central Anticholinergic Syndrome by Galanthamine", JAMA, 238:2293-2294 (1977).
Corey, E.J., et al., J. Am. Chem. Soc., vol. 115:9327-9328 (1993).
Carey, F.A., et al., "Advanced Organic Chemistry", Plenum Press, NY, Part B, 232-244 (1990).
March, J., "Advanced Organic Chemistry", Wiley & Sons, NY, 566-567 (1992).
Edwards, R.L., et al., Constituents of the Higher Fungi. Part II. The Synthesis of Hispidin., J. Chem. Soc. 5003 (1961).
Saraf, S.D., "Relation of Thionyl Bromide with Aromatic Aldehydes", Synth. Commun., 13:7 (1983).
Czollner Laszlo
Frohlich Johannes
Jordis Ulrich
Kuenburg Bernhard
Kifle Bruck
Sanochemia Pharmazeutica Aktiengesellschaft
Shah Mukuno J.
LandOfFree
Processes for the preparation of derivatives of 4a,5,9,10,11,12- does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Processes for the preparation of derivatives of 4a,5,9,10,11,12-, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Processes for the preparation of derivatives of 4a,5,9,10,11,12- will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1326895