A general synthetic procedure is presented for the preparation of 5’-amino acid phosphoramidates of zidovudine (AZT), 3’-deoxy-2’,3’-didehydro-thymidine (D4T), and 3'-fluoro-3’-deoxythymidine (FLT) from their corresponding phosphoramidites. These water soluble amino acid phosphoramidates are more non-polar than the parent nucleoside and exhibit high stability in aqueous media.
Bibliographical noteFunding Information:
We wish to thank Dr. George Ellestad and American Cyanamid for their kind gift of FLT, Mr. Edward McIntee for carrying out the stability studies on the phosphoramidates, and Ms. Laura Wiebers for her thorough reading of this manuscript. We also wish to thank the American Cancer Society (IN-13-33-20) and NIH (CA61909) for partial support of this study.
Copyright 2015 Elsevier B.V., All rights reserved.