Claims
- 1. A process for making a compound of formula: ##STR4## wherein R is --PO.sub.3 H.sub.2, or an alkali metal, alkaline earth metal, or an ammonium salt thereof comprising reacting 7-deaza-2-deoxy guanosine with a phosphorylating agent, to form said compound.
- 2. The process of claim 1, wherein said phosphorylating agent is phosphorous oxychloride.
- 3. The process of claim 1, wherein said phosphorylating agent is present in a trialkyl phosphate solvent.
- 4. The process of claim 3, wherein said trialkyl phosphate is trimethyl phosphate.
- 5. The process of claim 1, comprising reacting 7-deaza-2 deoxy guanosine with said phosphorylating agent at a temperature of from 0.degree. C. to 10.degree. C., for from 5 hours to 24 hours.
- 6. A process for making a compound of formula: ##STR5## wherein R is P.sub.2 O.sub.6 H.sub.3 or P.sub.3 O.sub.9 H.sub.4, or an alkali metal, alkaline earth metal, or ammonium salt thereof comprising reacting a compound of formula: ##STR6## wherein RO is a trialkyl ammonium phosphate group with a phosphate or diphosphate containing compound, to form said compound.
- 7. The process of claim 6, wherein said phosphate or diphosphate containing compound is trialkyl ammonium phosphate or trialkyl ammonium diphosphate.
- 8. The method of claim 7, wherein said trialkyl ammonium phosphate or trialkyl ammonium diphosphate is tributyl ammonium phosphate or tributyl ammonium diphosphate.
- 9. The process of claim 6, comprising reacting said compound and said phosphate or diphosphate containing compound under anhydrous conditions.
- 10. The process of claim 8, further comprising reacting said compound and said phosphate or diphosphate containing compound in the presence of 1,1'-carbonyldiimidazole.
- 11. The process of claim 10, wherein said process is carried out at ambient temperature.
- 12. The process of claim 10, wherein said process is carried out in a polar, aprotic solvent.
- 13. The process of claim 12, wherein said polar, aprotic solvent is dimethyl formamide.
- 14. A process for making a compound of formula: ##STR7## wherein R is P.sub.2 O.sub.6 H.sub.3, P.sub.3 O.sub.9 H.sub.4, or an alkali metal, alkaline earth metal, or an ammonium salt thereof comprising reacting 7-deaza-2-deoxy guanosine with a phosphorylating agent, to produce a monophosphate, and reacting said monophosphate with a phosphate or diphosphate group containing compound.
- 15. The process of claim 14, wherein said phosphorylating agent is phosphorous oxychloride.
- 16. The process of claim 14, wherein said phosphorylating agent is present in a trialkyl phosphate solvent.
- 17. The process of claim 16, wherein said trialkyl phosphate solvent is trimethyl phosphate.
- 18. A process for making a compound of formula: ##STR8## wherein R is P.sub.2 O.sub.6 H.sub.3, P.sub.3 O.sub.9 H.sub.4, or an alkali metal, alkaline earth metal, or an ammonium salt thereof, comprising reacting 7-deaza-2-deoxy guanosine with a phosphorylating agent to form a monophosphate, reacting said monophosphate with a trialkyl ammonium salt to form a trialkyl ammonium salt of said monophosphate, and condensing said trialkyl ammonium salt with a trialkyl ammonium phosphate or trialkyl ammonium diphosphate.
Priority Claims (1)
Number |
Date |
Country |
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3529478 |
Aug 1985 |
DEX |
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Parent Case Info
This application is a divisional of U.S. Ser. No. 08/448,836, filed May 24, 1995, now pending, which is a divisional of U.S. Ser. No. 07/269,999, filed Nov. 14, 1988, now U.S. Pat. No. 5,480,980, which is a divisional of U.S. Ser. No. 06/896,657, filed Aug. 13, 1986, now U.S. Pat. No. 4,804,748.
US Referenced Citations (6)
Non-Patent Literature Citations (6)
Entry |
Winkeler et al., "Synthesis of 2-Amino-7-(2'-deoxy-.beta.-D-erythro-pentofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, a New Isostere of 2'-Deoxyguanosine," J. Org. Chem., 48(18), 3119-3122 (1983). |
Barr et al., "7-Deaza-2'-Deoxyguanosine-5'-Triphosphate: Enhanced Resolution in M13 Dideoxy Sequencing," BioTechniques, 4(5), 428-432 (1986). |
Mizusawa et al., "Improvement of the Dideoxy Chain Termination Method of DNA Sequencing by Use of Deoxy-7-deazaguanosine Triphosphate in Place of GTP," Nucleic Acids Research, 14(3), 1319-1324 (1986). |
Sanger et al., "DNA Sequencing with Chain-Terminating Inhibitors," Proc. Nat. Acad. Sci. USA, 74(12), 5463-5467 (1977). |
Seela et al., "Poly(7-deazaguanylic acid), the Homopolynucleotide of the Parent Nucleoside of Queosine," Biochemistyr, 21(18), 4338-4343 (1982). |
Sen et al., "A Sodium-Potassium Switch in the Formation of Four-Stranded G4-DNA," Nature, 344, 410-414 (1990). |
Divisions (3)
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Number |
Date |
Country |
Parent |
448836 |
May 1995 |
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Parent |
269999 |
Nov 1988 |
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Parent |
896657 |
Aug 1986 |
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