Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen bonded directly to ring carbon of the purine ring...
Reexamination Certificate
2005-09-06
2005-09-06
McKenzie, Thomas C. (Department: 1624)
Organic compounds -- part of the class 532-570 series
Organic compounds
Chalcogen bonded directly to ring carbon of the purine ring...
C544S277000, C544S312000, C544S314000, C544S317000, C544S318000
Reexamination Certificate
active
06939965
ABSTRACT:
Processes for the preparation of 1,3-oxathiolane nucleosides are provided that include reacting a 5-O-protected-oxymethyl-1,3-oxathiolane with a silylated nucleoside in the presence of (Cl)3Ti(isopropoxide). Using the processes described herein, the compounds can be provided as isolated enantiomers.
REFERENCES:
patent: 5041449 (1991-08-01), Belleau
patent: 5047407 (1991-09-01), Belleau
patent: 5204466 (1993-04-01), Liotta et al.
patent: 5210085 (1993-05-01), Liotta et al.
patent: 5234913 (1993-08-01), Furman et al.
patent: 5248776 (1993-09-01), Chu
patent: 5276151 (1994-01-01), Liotta
patent: 5466806 (1995-11-01), Belleau et al.
patent: 5486520 (1996-01-01), Belleau et al.
patent: 5538975 (1996-07-01), Dionne
patent: 5539116 (1996-07-01), Liotta
patent: 5587480 (1996-12-01), Belleau et al.
patent: 5618820 (1997-04-01), Dionne
patent: 5663320 (1997-09-01), Mansour
patent: 5684164 (1997-11-01), Belleau
patent: 5693787 (1997-12-01), Mansour
patent: 5696254 (1997-12-01), Mansour
patent: 5700937 (1997-12-01), Liotta et al.
patent: 5728575 (1998-03-01), Liotta et al.
patent: 5744596 (1998-04-01), Mansour
patent: 5756706 (1998-05-01), Mansour
patent: 5763606 (1998-06-01), Mansour
patent: 5814639 (1998-09-01), Liotta et al.
patent: 5827727 (1998-10-01), Liotta et al.
patent: 5892025 (1999-04-01), Liotta et al.
patent: 5914331 (1999-06-01), Liotta et al.
patent: 5914400 (1999-06-01), Liotta et al.
patent: 5922867 (1999-07-01), Mansour et al.
patent: 0 515 144 (1992-11-01), None
patent: 0 526 253 (1993-02-01), None
patent: 0 337 713 (1995-10-01), None
patent: 0 382 526 (1996-05-01), None
patent: 0 711 771 (1996-05-01), None
patent: 0 515 156 (1996-07-01), None
patent: 0 513 200 (1998-09-01), None
patent: 0 872 237 (1998-10-01), None
patent: WO 91/11186 (1991-08-01), None
patent: WO 91/17159 (1991-11-01), None
patent: WO 92/14743 (1992-09-01), None
patent: WO 92/15308 (1992-09-01), None
patent: WO 92/15309 (1992-09-01), None
patent: WO 92/18517 (1992-10-01), None
patent: WO 94/09793 (1994-05-01), None
patent: WO 96/30369 (1996-10-01), None
Norbeck, et al.,Tetrahedron Letters, 1989, p. 6246, 30(46).
Schinazi, et al., “Selective Inhibition of Human Immunodeficiency Viruses by Racemates and Enantiomers of cis-5-Fluoro-1-[2-(Hydroxymethyl)-1,3-Oxathiolane-5-5-yl]Cytosine,”Antimicrobial Agents and Chemotherapy, Nov. 1992, p. 2423-2431.
Kraus et al., “Synthesis of New 2,5-Disubstitued 1,3-Oxathiolanes Intermediates in Nucleoside Chemistry,”Synthesis, 1991, p. 1046-1048.
McIntosh, et al., “2 Mercaptoaldehyde Dimers and 2,5-Dihydrothiophenes from 1,2-Oxathiolan-5-Ones,”Can. J. Chem., 1983, p. 1872-1875, vol. 61.
Belleau, et al., “Oxadative Degradation of L-Ascorbic Acid Acetals to 2′,3′-Dideoxy-3′-Oxaribofuranoside. Synthesis of Enantiomerically Pure 2′,3′-Dideoxy-3′Oxacytidine Stereoisomers as Potential Antiviral Agents,”Tetrahedron Letters, 1992, p. 6949-6952, vol. 33, No. 46.
Choi, et al., “In Situ complexation Directs the Stereochemistry of N-Glycosylation in the Synthesis of Oxathiolanyl and Dioxolanyl Nucleoside Analogues,”J. Am. Chem. Soc., 1991, p. 9377-9379, 213.
Du, Jinfa et al.,Nucleosides and Nucleotides, vol. 17, 1-3.
Jones,Can. J. Chem. vol. 61, 1872-1875 (1983).
Hoong, et al., J. Org. Chem., 57:5563-5565 (1992).
Almond Merrick R.
Cleary Darryl G.
Liotta Dennis C.
Painter George R.
Soria Josè D.
Emory University
Gilead Sciences, Inc.
King & Spalding LLP
Knowles, Esq. Sherry M.
McKenzie Thomas C.
LandOfFree
Process of manufacture of 1,3-oxathiolane nucleosides using... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process of manufacture of 1,3-oxathiolane nucleosides using..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process of manufacture of 1,3-oxathiolane nucleosides using... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3397790