Journal of Labelled Compounds and Radiopharmaceuticals

doi: 10.1002/jlcr.2580251101pmid: N/A

Chien, David H. T.; Ebert, David A.; Roth, Robert W.

doi: 10.1002/jlcr.2580251102pmid: N/A

Methods are described for the synthesis of DL‐(1‐14C)penicillamine and D‐(1‐14C)penicillamine hydrochloride from K14CN. The method consists of additon of H14CN to 2,2,5,5‐tetramethyl‐3‐thiazoline followed by hydrolysis of the resulting thiazolidine to DL‐penacillamine. Resolution was achieved through the salt of N‐formylisopropylidene‐DL‐penicillamine with (−)‐norephedrine. The specific activity of D‐penicillamine was 21.7 mCi/mmole and the overall radiochemical yield from K14CN was 3.3%.

Degraw, Joseph I.; Ryan, Kenneth J.; Colwell, William T.; Arnold, John R. P.; Roberts, Gordon C. K.

doi: 10.1002/jlcr.2580251103pmid: N/A

Condensation of guanidine‐15N3 with 4‐(N(2‐amino‐3‐cyano‐5‐pyrazinyl‐methyl)‐N‐methylamino) benzoic acid (1) in refluxing methanol afforded 4‐amino‐4‐deoxy‐N10‐methylpteroic‐3‐15N‐2‐15NH2 (2). The mass spectrum clearly indicated no label introduction at the pterin N1 position. Coupling of 2 with diethyl L‐gluatmate and subsequent alkaline hydrolysis yielded methotrexate‐3‐15N‐2‐15NH2 (4). Triply 15N‐labeled guanidine was readily prepared from thiocyanic‐15N acid (derived from KSC15N) and ammonia‐15N by heating the resultant ammonium thiocyanate‐15N2 at 180°C, followed by isolation as the water insoluble picrate salt.

Zamir, Lolita O.; Nguyen, Cong‐Danh

doi: 10.1002/jlcr.2580251104pmid: N/A

The synthesis of (3RS) (5R)(5‐2H)‐, (3RS) (5S) (5‐2H)‐and (3RS) (5S) (5‐3H)‐mevalonolactones are described.

Mitta, A. E. A.; Pozzi, O.; Arciprete, C. P.; Gros, E. G.

doi: 10.1002/jlcr.2580251105pmid: N/A

The synthesis of 3‐iodo‐2,4, 6‐trimethylphenyl‐carbamoylmethyl‐iminodiacetic acid by a modified procedure is described. Its spectroscopic properties as well as its 99mTc complexing capacity are also presented.

Rutkai, Gy.; Kling, F.; Bursics, L.; Tanács, B.

doi: 10.1002/jlcr.2580251106pmid: N/A

BPMC is a widely used, carbamate type insecticide which was prepared both in 14C and tritium labelled forms for metabolic pathway investigations. The specific acivity of the (14C)BPMC was 26.7 mCi/mmol and that of the (3H)BPMC was 58 Ci/mmol.

Setiabudi, Frans; Oesch, Franz; Platt, Karl L.

doi: 10.1002/jlcr.2580251107pmid: N/A

Tritium‐labelled (E)‐ and (Z)‐2,3‐dimethyl‐2‐phenyl oxirane 4, (E)‐ and (Z)‐2‐methyl‐3‐phenyl oxirane 7 and 2,2‐dimethyl‐3‐phenyl oxirane 11 have been prepared by reduction of the corresponding bromoketones with sodium borotritide to the corresponding bromohydrins followed by cyclization to the oxiranes. These oxiranes were successfully used as diagnostic substrates to distinguish between different forms of epoxide hydrolase and glutathione transferase.

Singh, Ambarish K.; Klein, Robert S.

doi: 10.1002/jlcr.2580251108pmid: N/A

The synthesis of labelled 9‐deazainosine (1a,b) from the fully blocked 9‐deazainosine (2) is achieved in six steps by selective detritylation, oxidation of the C‐5′ hydroxyl group, followed by purification via its N,N′‐diphenylimidazolidine derivative, deprotection to obtain the 5′‐aldehyde, borotritide reduction, and deisopropylidenation to give the labelled nucleoside. The sequence is of general utility in labelling nucleosides at the C‐5′ position for biochemical studies.

Baker, Karen V.; Brown, John M.; Cooley, Neil A.

doi: 10.1002/jlcr.2580251109pmid: N/A

(13C)Iodoform has been synthesised from (13C)acetophenone and converted into the title compound by preparation of its chromium (III) derivative and reaction with 4‐methoxybenzaldehyde. Purification was effected by recrystallisation from MeOH, or silica chromatrography.

Thourel, P.; Noel, J. P.; Beaucourt, J. P.

doi: 10.1002/jlcr.2580251110pmid: N/A

Nous décrivons dans ce travail. deux synthèses de l'acide benzisoxazole‐1,2 acétique‐3 marqué respectivement au carbone 14 en positions α et ß. L'acide 14C‐α est obtenu à partir d'hydroxy‐4 coumarine (14C‐3) synthétisée à partir d'hydroxy‐1 acétophénone (14C‐CH3) obtenue par réaction de Fries. L'acide 14C‐ß est synthétisé à partir d'hydroxy‐4 coumarine 14C‐2 obtenue à partir de carbonate d'éthyle 14C. Les positions de marquage ont été contrǒlées par spectrométrie de masse et ont confirmé le schéma réactionnel supposé du réarrangement en acide benzisoxazole‐1,2 acétique‐3.