Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-06-17
1998-09-15
Owens, Amelia
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
549 13, 549 28, 549 62, 549 78, 549 80, 556470, 568379, 568667, 568731, 568838, C07D31500
Patent
active
058081127
ABSTRACT:
The present invention relates to a novel process for preparing cis-4-O-protected-substituted-2-cyclopentenol derivatives comprising, a) dissolving a 4-O-protected-2-cyclopentenone in a suitable organic solvent; and b) treating the solution with a suitable Lewis acid and a suitable reducing agent at a temperature of from about -100.degree. C. to about 20.degree. C. The cis-4-O-protected-substituted-2-cyclopentenol derivatives are useful intermediates in the preparation of various cyclopentanyl and cyclopentenyl purine analogs which are useful as immunosuppressants and in the preparation of various prostaglandins.
REFERENCES:
patent: 5244896 (1993-09-01), Borcherding et al.
Merlo V., et al., J. Chem. Soc. Perkin Trans. 1, 1477 (1994).
Merlo V., et al., J. Chem. Soc. Perkin Trans. 1, 1717 (1993).
H.C. Brown et al., Am. Chem. Soc., 87(24), 5614 (1965).
Lauman, et al., Tetrahedron Lett. 25(51), 5875 (1984).
Nokami, et al., Tetrahedron Lett. 32(21), 2409 (1991).
Harre, et al., Angew. Chem. Int. ed. Engl., 21, 480 (1982).
Hendrie, et al., Tetrahedron, 3289 (1987).
Corey, et al., Tetrahedron Lett. 27(20), 2199 (1986).
Ara, et al., Tetrahedron, 36, 3163 (1980).
Johnson, et al., Tetrahedron Lett. 35(12) 1833 (1994).
M. Asami, Bull. Chem. Soc. Jpn., 63, 1402 (1990).
Johnson, et al., Tetrahedron Lett., 33(48), 7287 (1992).
M. Asami, tetrahedron Lett., 26(47) 5803, (1985).
J. of The Am. Chem. Soc., vol. 106, No. 6, 1750-1759 (1984).
Heterocyclis, vol. 16, No. 4, 605-608 (1982).
Liebigs Annalen Der Chemie, No. 3, 195-200 (1991).
Tetrahedron, vol. 47, No. 36, 7569-7582 (1991).
C.R.Johnson, et al., J. Chem. Soc., chem. Commun. pp. 1139-1140 (1995).
Siddiqi et al., Nucleosides & Nucleotides, 12(2), 185-198 (1993).
Curran Timothy T.
Evans Jonathan C.
Hay David A.
Gupta Balaram
Hoechst Marion Roussel Inc.
Lentz Nelsen L.
Owens Amelia
LandOfFree
Preparation of cis-4-O-protected-2-cyclopentenol derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Preparation of cis-4-O-protected-2-cyclopentenol derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Preparation of cis-4-O-protected-2-cyclopentenol derivatives will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-89671