Claims
- 1. A multi-step process for the production of 2-.beta.-D-ribofuranosylthiazole-4-carboxamide (NSC-D286193) utilizing the following steps: ##STR2##
- 2. The process according to claim 1 step (b) wherein the preparation of sugar cyanide (II) utilizes as a solvent methylene chloride.
- 3. The process according to claim 1 step (c) wherein the preparation of thioamide (III) utilizes equimolar H.sub.2 S in ethanol.
- 4. The process according to claim 1 step (c) wherein in the preparation of thioamide, the preparation of an isolation of the thioamide as a solid crystalline high purity product.
- 5. The process of claim 1 step (d) wherein bromopyruvate is added to stabilize the ring formation of the furanose ring consolidating production of the .beta.-anomer together with a cationic exchange resin as the acid acceptor.
- 6. The process according to claim 1 step (e) wherein the intermediate product 2-.beta.-D-ribofuranosylthiazole-4-carboxylic acid, methyl ester (V) is prepared as an intermediate deblocked sugar.
- 7. The process according to claim 1 step (f) wherein the amidation reaction is carried out at an unusually low temperature of about 0.degree. C. permitting isolation of a crystalline product.
- 8. The compound 2-.beta.-D-ribofuranosylthiazole-4-carboxylic acid, methyl ester.
Government Interests
The invention described herein was made in the course of work under a grant or award from the Department of Health and Human Services.
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