Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-11-07
1999-07-06
Burn, Brian M.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D27504
Patent
active
059199415
ABSTRACT:
The present invention relates to intermediates for the preparation of sulphonic acid salts of 4-amino-2-cyclopentane-1-carboxylic acid.
REFERENCES:
patent: 4543255 (1985-09-01), Shealy
patent: 4734194 (1988-03-01), Kalman et al.
patent: 5087697 (1992-02-01), Daluge
patent: 5206435 (1993-04-01), Daluge
Larock, Richard. Comprehensive Organic Transformations. VCH Pub. Inc. pp. 548-549, 1989.
Dickman et al., "Reduction of a-Amino Acids: L-Valinol," Org. Syn. Coll. vol. VII, 1990, 530-533.
Price, "Inhibition of the replication of hepatitis B virus by the carbocyclic analogue of 2'-deoxyguanosine," Proc. Natl. Acad. Sci. USA vol. 86, Nov., 1989, 8541-8544.
Evans, "Synthesis of Either Enantiomer of cis-3-Aminocyclopentanecarboxylic Royal Society of Chemistry. Perkins Transaction 1, vol. 3, Mar. 1991, 656-657.
Dornsife et al., "Anti-Human Immunodeficiency Virus Synergism by Zidovudine (3'-Azidothymidine) and Didanosine (Dideoxyinosine) Contrasts with Their Additive Inhibition of Normal Human Marrow Progenitor Cells," Antimicrob. Agents Chemother., 35, 1991, 322-328.
Katagiri et. al., "Synthesis of Nucleosides and Related Compounds. XXII..alpha. Carbocyclic Analogues of Thymidine and Related Compounds from 1682-1688.
Bennett et al., "Phosphorylation of the Carbocyclic Analog of 2'Deoxyguanosine in Cells Infected with Herpes Viruses," Biochemical Pharmacology, 1990, vol. 40, No. 7, 1515-1522.
Balzarini et al., "Carbocyclic 5-Iodo-2'-deoxyuridine (C-IDU) and Carbocyclic (E)-5-(2-Bromovinyl)-2'-deoxyuridine (C-BVDU) as Unique Examples of Chiral Molecules where the Two Enantiomeric Forms Are Biologically Active: Interaction of the (+) and (-)-Enantiomers of C-IDU and C-BVDU with the Thymidine Kinase of Herpes Simplex Virus Type 1", Molec. Pharm. 37,.1990, 395-401.
Bruckner et al., "Automated Enantioseparation of Amino Acids By Derivitization with 0-Phthaldialdehyde and N-Acylated Cysteines," J. Chrom., 476, 1989, 73-82.
Biggadike et al., "Shore Convergent Route to Homochiral Carbocyclic 2'-Deoxynucleosides and Carbocyclic Ribonucleosides," J. Chem. Soc. Chem Commun., 1987, 1083-1084.
Barton et al., "On the Mechanism of the Deoxygenation of Secondary Alcohols by the Reduction of Their Methyl Xanthates By Tin Hydrides," Tetrahedron, 42, 1986, 2329-2338.
Powell et al., "Lithium Aluminum Hydride Reductions: a New Hydrolysis Method for Intractable Products," Synthesis,1986, 338-340.
Robins et al, Nucleic Acid Related Compounds 42. A General Procedure for the Efficient Deoxygenation of Secondary Alcohols. Regiospecific and Steroselective conversion of Ribonucleosides to 2'-Deoxynucleosides, J. Am. Chem. Soc., 105, 1983, 4059-4065.
Hartwig, "Modern Methods for the Radical Deoxygenation of Alcohols," Tetrahedron, 1983, 39, 2609-2645.
Barton, et al., "Radical-Induces Deoxygenation of Primary Alcohols," Synthesis, 1981, 743-745.
Oberg et al., "The Tetraisopropyldisiloxane-1,3-Diyl: A Versatile Protecting Group for the Synthesis of Adenylyl-2(2'.fwdarw.5')-Adenylyl-(2'.fwdarw.5')-Adenosine (2-5A Core)," Tetrahedron Letters 22, 1981, 1741-1744.
Robins et al., Smooth and Efficient Deoxygenation of Secondary Alcohols. A General Procedure for the Conversion of Ribonucleosides to 2' Deoxynucleosides, J. Am. Chem. Soc., 103, 1981, 932-933.
Verdegaal et al., "A Convient Synthesis of 2' O-acetal-N-acyl derivatives of riboguanosine," Recueil, 10, 1981, 200-204.
Markiewicz, "The Reaction of 1,3-Dichloro-1,1,3,3-Tetrisopropyldisoloxane With Some Open Chain Polyhydroxy Compounds," Tetrahedron Letters, 21, 1980, 4523-4524.
Markiewicz, "Tetraisoproipyldisiloxane-1,3-diyl, a Group for Simultaneous Protection of 3'-and 5'-Hydroxy Functions of Nucleosides," J.Chem.Research (S) 1979, 24-25.
Barton et al., "A new Method for the Deoxygenation of Secondary Alcohols," J.Chem.Soc., Perkin, 1975, 1574-1585.
Jagt et al., "Diels-Alder Cycloadditions of Sulfonyl Cyandines with J.Org. Chem., 39, 1974, 564-566.
Yamamoto and Maruoka, "Regioselective Carbonyl Amination using Diisobutylaluminum Hydride", J.Am.Chem.Soc, 14, 1981, 4186-4194.
Markiewicz et al., "The Reaction of 1,3-Dichloro-1,1,3,3-Tetraisopropyldisiloxane with Cytosine Arabinoside and 1-(6-Deoxy-.alpha.-L-Talofuranosyl)Uracil", Collection Czechoslov. Chem Commun., (English) vol. 45(6), 1980, 1860-1865.
Secrist III et al., "Resolution of Racemic Carbocyclic Analogues of Purine Nucleosides through the Action of Adenosine Deaminase. Antiviral Activity of the Carbocyclic 2'-Deoxyguanosine Enantiomers", J. Med. Chem., (30), 1987, 746-749.
Shealy et al, "Synthesis and Antiviral Activity of Carboyclcic Analogues of 2'-Deoxyribofuranosides of 2-Amino-6-substituted Purines and of 2-amino-6-substituted-8-azapurines," J. Med.Chem., 27, 1984, 1416-1421.
Schroder, "Osmium Tetroxide Cis Hydroylation of Unsaturated Substrates," Chem Rev. 1980 (80), 187-213.
VanRheenen et al., "An Improved Catalytic OsO.sub.4 oxidation of Olefins to Cis-1-2-Glycols Using Tertiary Amine Oxides as the Oxidant," Tetrahedron Letters, No. 3, 1976, 1973-1976.
Tyle, "Iontophoretic Devices for Drug Delivery," Pharmaceutical Research (3), 1986, 318-326.
Allan et al, "Synthesis of Analogues of GABA. IV Three Unsaturated Derivatives of 3-Aminocyclopentane-1-carboxylic acid," Aust. J. Chem., 33, 1980, 599-604.
Daluge Susan Mary
Livingston Douglas Alan
Burn Brian M.
Glaxo Wellcome Inc.
Prus Karen L.
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