Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1993-09-29
1995-09-19
Kumar, Shailendra
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
544373, 544386, 544402, 546 85, 546 87, 546145, 546147, 548200, 548201, 548453, 548455, 548530, 549551, C07D21700
Patent
active
054516781
ABSTRACT:
Novel alcohols of the formula ##STR1## wherein R.sup.a is azido or phthalimido, R.sup.4 is alkyl, cycloalkyl, cycloalkylalkyl, aryl or aralkyl, R.sup.7 and R.sup.8 together are a trimethylene or tetramethylene group which is optionally substituted by hydroxy, alkoxycarbonylamino or acylamino or in which one --CH.sub.2 -- group is replaced by --NH--, --N(alkoxycarbonyl)-, --N(acyl)- or --S-- or which carries a fused cycloalkane, aromatic or heteroaromatic ring, and R.sup.9 is alkoxycarbonyl, monoalkylcarbamoyl, monoaralkylcarbamoyl, monoarylcarbamoyl or a group of the formula ##STR2## in which R.sup.10 and R.sup.11 each is alkyl, are described along with a process for their manufacture. These alcohols are useful as intermediates, for example in the manufacture of amino acid derivatives having antiviral activity.
REFERENCES:
patent: 3901897 (1975-08-01), Hauck et al.
patent: 4123543 (1978-10-01), Jonsson et al.
patent: 4329473 (1982-05-01), Almquist et al.
patent: 5157041 (1992-10-01), Handa et al.
patent: 5354866 (1994-10-01), Kempf et al.
Takano, et al., Heterocycles, 29(2):249-252 (1989) "Nucleic Cleavage of (2S,3S)-3-Phenylglycidol".
Onaka, et al., J. Org. Chem. 54(5):1116-1123 (1989) "Solid-Supported Sodium Azide Reagents: Their Preparation and Reactions".
Paquette, J. Org. Chem., 53(21):5185-5187 (1988) "Regioselective Azide Opening of 2,3-Epoxy Alcohols by [Ti(O-i-Pr).sub.2)N.sub.3).sub.2 ]".
Onaka, et al., Chem. Lett. 8:1327-1328 (1986) "Regioselective Ring-Opening Reactions of 2,3-Epoxy Alcohols with Sodium Azide . . . ".
Behrens, J. Org. Chem. 50(26):5696-5704 (1985) "Selective Transformation of 2,3-Epoxy Alcohols and Related Derivatives".
Maruoka, et al., Chem. Lett. 5:599-602 (1985) "A Highly Regio- and Stereoselective Ring-Opening of 2,3-Epoxy Alcohols with . . . ".
Mulzer, et al., J. Org. Chem. 51(26):5294-5299 (1986) "A General and Practical Synthesis of (R)-Phthalimido Aldehydes . . . ".
Paul and Korytnyk, J. Pharm. Sci. 67(5):642-645 (1978) "Alanine Derivatives with Reactive Groups".
Bau and Garbarino, Rev. Latinoam. Quim. 5(4):211-214 (1974).
Chemical Abstracts, vol. 54, No. 21, 1960, Columbus, Ohio, Abs. No. 22572f Stefanac, et al.
CA102(19):166520u--International file search results, pp. 5 and 67 (1990).
Bessodes et al., "Enantiospecific synthesis of the immunopotentiators erythro-9 (2-hydroxy-3-nonyl)hypoxanthines and the threo-diastereomers", Tetrahedron Letters 25:5899-5902 (1984).
Mulzer et al., "Synthesis of diasteriomerically and enantiomercially pure (3S,4S)-statine from (R)-2,3,-0-isopropylideneglyceraldehyde", Liebegs Ann. Chem. pp. 445-448 (1988).
Luly et al., "A synthesis of protected aminoalkyl epoxides from .alpha.-amino acids", J. Org. Chem. 52;1487-1492 (1987).
Dreyer et al., "Inhibition of human immunodeficiency virus 1 protease in vitro: rational design of substrate analogue inhibitors", Proc. Natl. Acad. Sci. USA 86:9752-9756 (1989).
Roberts et al., "Rational design of peptide-based HIV proteinase inhibitors", Science 248:358-361 (1990).
McQuade et al., "A synthetic HIV-1 protease inhibitor with antiviral activity arrests HIV-like particle maturation", Science 247:454-456 (1990).
Meek et al., "Inhibition of HIV-1 protease in infected T-lymphocytes by synthetic peptide analogues", Nature 343:90-92 (1990).
Parkes Kevin E. B.
Redshaw Sally
Thomas Gareth J.
Epstein William H.
Gould George M.
Hoffmann-La Roche Inc.
Kumar Shailendra
Roseman Catherine R.
LandOfFree
Alcohols does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Alcohols, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Alcohols will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1829254