Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Patent
1996-07-18
1997-10-07
Shah, Mukund J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
568303, 585267, C07C29100
Patent
active
056750382
ABSTRACT:
The invention is directed to a process for reducing or reductively cleaving an organic compound susceptible to dissolving metal reduction comprising exposing the organic compound to a solution of lithium in a polyamine including at least two amino groups, selected from the group consisting of primary and secondary amino groups and mixtures thereof, e.g. ethylenediamine and R--NH.sub.2, optionally containing a lower alkyl alcohol, wherein R is chosen from the group consisting of ethyl, propyl, and butyl, including all straight and branched chain isomers thereof, for a time sufficient to effect reduction.
REFERENCES:
patent: 3470197 (1969-09-01), VanDyke, Jr.
patent: 5055467 (1991-10-01), Albaugh
patent: 5198545 (1993-03-01), Albaugh
patent: 5264449 (1993-11-01), Albaugh
patent: 5453434 (1995-09-01), Albaugh et al.
DeGraw, J.I., "Prostaglandins, An Improved Synthesis of Pilocarpine," Tetrahedron, vol. 28, 1972, pp. 967-972.
Koda et al, "Synthesis of Analogs related to Pilocarpine", Journal of Pharmaceutical Sciences, Dec. 1973, vol. 62, No. 12, pp. 2021-2023.
Sauerberg et al, "Cyclic Carbamate Analogues of Pilocarpine", J. Med. Chem. 1989, 32, pp. 1322-1236.
Kondo et al, "Synthesis of y-Lactones By The Condensation of 2-Alkene-1, 4-Diols With Orthocarboxylic Esters", Chemistry Letters, pp. 741-742, 1974.
Noordam et al, "Stereoselective synthesis (+)-pilocarpine, an imidazole alkaloid used in ophthalmology", Recl. Trav. Chim. Pays-Bas 98, pp. 425-470.
Dey, A.N., "The Jaborandi Alkaloids. Part I. The Synthesis of Homo-and isoHomo-pilopic Acids of r-Pilocarpine and r-isoPilocarpidine by New Methods and the Resolution of r-Pilocarpine", S. Chem. soc., (1937), pp. 1057-1065.
Birch et al, "Reduction by Metal-Ammonia Solutions and Related Reagents", Advanced Organic Chemistry, No. 8, pp. 1-65 (1972).
Benkeser et al, "Reduction of Organic Compounds by Lithium in Low Molecular Weight Amines. VII. The Preparation of Dihydroaromatics. A Comparison of the Lithium-Amine and Birch Reduction Systems", Journal of Organic Chemistry, 28, pp. 1094-1096, 1972.
Kaiser, E.M., "A Comparison of Methods Using Lithium/Amine and Birch Reduction Systems", Synthesis, 1972, pp. 391-415.
Chamberlain Natalie C.
Dolby Lloyd J.
Esfandiari Shervin
Fedoruk Nestor A.
Garst Michael E.
Allergan
Baran Robert J.
Hoch James M.
Kifle Bruck
Shah Mukund J.
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