[en] Labelled 11-methyl prostaglandins have been prepared via the catalytic tritium reduction of 11-iodomethyl intermediates. Two examples are reported for the preparation of such 11-iodomethyl precursors in which the desired lower side chain is attached in non-radioactive steps. Subsequent tritium hydrogenolysis of the 11-iodomethyl lactones followed by addition of the delta 5 cis-double bond yielded prostaglandins having specific activities of 10-15 Ci/mmol
Journal
Prostaglandins; ISSN 0090-6980; 
; v. 21(4); p. 615-622
; v. 21(4); p. 615-622
[en] A method is described for the preparation of 5-bromopentanoic-5-14C acid which is inserted via the Wittig Ylid into the desired prostaglandin intermediate in the last carbon-carbon bond forming step of the Corey synthesis. Three different prostaglandins were prepared carbon-labeled (both 14C and 13C) in the metabolically stable position 5 to illustrate the general utility of this procedure. (author)
Journal
Journal of Labelled Compounds and Radiopharmaceuticals; ISSN 0362-4803; ; v. 22(2); p. 159-170
; v. 22(2); p. 159-170
[en] A synthesis of thebaine is described where the C-1 position is labelled with tritium to specific activity of 16 Ci/mmole. From codeine, 1-iodocodeine was prepared and converted to 1-iodothebaine in 3 steps. The subsequent key reaction was the selective hydrogenolysis of the carbon-iodine bond in 1-iodothebaine in the presence of the dienic-enol ether system. Using 10% Pd/C as catalyst, the desired reaction occurs in about 80% yield. (author)
Journal
Journal of Labelled Compounds and Radiopharmaceuticals; ISSN 0362-4803; ; CODEN JLCRD; v. 27(12); p. 1403-1408
; CODEN JLCRD; v. 27(12); p. 1403-1408