Claims
- 1. A method of acetylation of all hydroxyl groups in the sugar portion of nucleosides comprising:
- adding acetic acid to a nucleoside to be acetylated selected from the group consisting essentially of 6-azauridine, thymidine, uridine, and uracil beta-D-arabinofuranoside;
- heating the mixture in the absence of pyridine and further in the absence of any catalyst until reflux begins;
- adding an excess of acetic anhydride to the mixture;
- continue heating the resulting mixture until acetylation of the hydroxyl groups on the sugar moiety is essentially complete; and
- stripping acetic acid and any excess acetic anhydride off the mixture, and recovering the acetylated nucleoside product.
- 2. The method of claim 1 where said acetic anhydride is added at a rate sufficient to cause the mixture to reflux.
- 3. The method of claim 1 wherein said heating step is continued after the addition of said acetic anhydride.
- 4. The method of claim 1 wherein the amount of said acetic acid added is between 1 and 15 parts of acetic acid for each part of nucleoside.
- 5. The method of claim 1 wherein the excess of said acetic anhydride is between 2 and 30 weight percent above that stoichiometrically required.
- 6. The method of claim 1 wherein said nucleoside is 6-azauridine.
- 7. The method of claim 1 wherein said nucleoside is thymidine.
- 8. The method of claim 1 wherein said nucleoside is uridine.
- 9. The method of claim 1 wherein said nucleoside is uracil beta-D-arabinofuranoside.
CROSS REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of application Ser. No. 261,026 filed June 8, 1972, now abandoned.
US Referenced Citations (3)
Number |
Name |
Date |
Kind |
3155646 |
Hunter |
Nov 1964 |
|
3309359 |
Duschinsky et al. |
Mar 1967 |
|
3817978 |
Jenkins et al. |
Jun 1974 |
|
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
261026 |
Jun 1972 |
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