Nucleoside modifications by palladium catalyzed methods

Details Nucleoside modifications by palladium catalyzed methods Nucleoside modifications by palladium catalyzed methods

2005-01-25

2005-01-25

Barts, Samuel (Department: 1623)

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

C536S023100, C536S025300, C536S028100, C536S028200, C536S028400, C536S028600, C536S028700

Reexamination Certificate

active

06846918

ABSTRACT:
This invention discloses a method for the preparation of 2′-modified nucleosides, using a palladium catalyst and an alkene functionalized with a heteroatom. Included in the invention are the novel pyrimidines and purines that can be prepared according to the method of the invention and oligonucleotides containing said modified pyrimidines and purines.

REFERENCES:
patent: 4267171 (1981-05-01), Bergstrom et al.
patent: 4594339 (1986-06-01), Lopez et al.
patent: 5047519 (1991-09-01), Hobbs, Jr. et al.
patent: 5053499 (1991-10-01), Kojima et al.
patent: 5223263 (1993-06-01), Hostetler et al.
patent: 5420276 (1995-05-01), Norbeck
patent: 5428149 (1995-06-01), Eaton
patent: 5580972 (1996-12-01), Tu et al.
patent: 5596091 (1997-01-01), Switzer
patent: 5719273 (1998-02-01), Tu et al.
patent: 6020483 (2000-02-01), Beckvermit et al.
patent: 6355787 (2002-03-01), Beckvermit et al.
patent: 6512106 (2003-01-01), Beckvermit et al.
patent: 2-215793 (1990-08-01), None
patent: WO9015065 (1990-12-01), None
patent: WO9106556 (1991-05-01), None
patent: WO9106629 (1991-05-01), None
patent: WO9110671 (1991-07-01), None
patent: WO9114696 (1991-10-01), None
patent: WO9426761 (1994-11-01), None
Agathocleous and Shaw (1991) J. Chem. Soc. Perkin Trans. 1,10:2317-2321.
Arai and Daves (Jan. 1978) J. Am. Chem. Soc.100:287-288.
Bergstrom et al. (1982) J. Org. Chem.47:2174-2178.
Bergstrom and Ruth (Mar. 1976) J. Am. Chem. Soc.98:1587-1589.
Bergstrom et al. (1981) J. Org. Chem.46:1432-1441.
Crisp (1989) Syn. Commun.19:2117-2123.
Crisp and Flynn (1990) Tetrahedron Lett.31:1347-1350.
Crouch and Eaton (1994) Nucleosides & Nucleotides13:939-944.
Dreyer and Dervan (Feb. 1985) Proc. Natl. Acad. Sci. USA82:968-972.
Fukuda et al. (Dec. 1986) Z. Naturforsch.41b:1571-1579.
Goodchild et al. (Sep. 1983) J. Med. Chem.26:1252-1257.
Greene et al. (1991)Protective Groups in Organic Synthesis, 2ndEdition., John Wiley & Sons, New York, NY pp. 62-63.
Guschlbauer et al. (Jun. 1977) Nucleic Acids Research4:1933-1943.
Hacksell and Daves, Jr. (1983) J. Org. Chem.48:2870-2876.
Hobbs et al. (1973) Biochemistry12:5138-5145.
Ikehara and Tada (1968) inSynthetic Procedure in Nucleic Acid Chemistry, Interscience Publishers/John Wiley & Sons, New York, NY, pp. 189-192.
Kao (1982) J. Org. Chem 47:1267-1277.
Larock et al. (1989) Tetrahedron Lett.30:6629-6632.
Larock (1990) Pure & Appl. Chem.62:653-660.
Mamos et al. (Apr. 1992) Tetrahedron Lett.33(17):2413-2416.
Moriarty et al. (Oct. 1990) Tetrahedron Lett.31(41):5877-5880.
Ono et al. (1994) Bioorg. & Med. Chem. Lett.4:361-366.
Pieken et al. (Jul. 1991) Science253:314-317.
Perlman et al. (Jun. 1985) J. Med. Chem.28(6):741-748.
Ruth and Bergstrom (Jul. 1978) J. Org. Chem.43:2870-2876.
Sagi et al. (Apr. 1994) J. Med. Chem.37:1307-1311.
Schoenberg and Heck et al. (1974) J. Org Chem.39:3327-3331.
Sessler et al. (1993) J. Am. Chem. Soc.115:10418-10419.
Shibahara et al. (1987) Nucleic Acids Research15:4403-4415.
Sproat et al. (1989) Nucleic Acids Research17:3373-3384.
Tronchet et al. (1988) Nucleosides & Nucleotides7:249-269.
Van Aerschot et al. (Oct. 1993) J. Med. Chem.36:2938-2942.
Zhang and Daves (1993) Organometallics12:1499-1500.

Affiliated with

Also associated with

Rating

Nucleoside modifications by palladium catalyzed methods does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Nucleoside modifications by palladium catalyzed methods, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Nucleoside modifications by palladium catalyzed methods will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3384745