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Stereoretentive conversion of dialkyl phosphorothioates into [18O]-phosphates

✍ Scribed by Piotr Guga; Wojciech J. Stec

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
196 KB
Volume
24
Category
Article
ISSN
0040-4039

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S-&thy1 thymidine (SP)-3',5'-cyclic phosphorothioate and S-methyl 5'-O+hyaudyl 3'thymidyl (Rp)-phosphorothioate are readily converted by means of sodium ["Ol-hydroxide into the corresponding ["Ol-phosphate diesters stereospecifically with retention of configuration at phosphorus.

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P-chiral phosphorothioate analogs of thymidine and adenosine nucleotides are transformed in high yield with retention of configuration by [180]chloral and [l80]styrene oxide into corresponding nucleoside [l\*O]phosphates. It has been shown in our recent reports that 18 0-labelled reagents such as di