Specific labelling of putrescine dihydrochloride by heterogeneous hydrogenation with deuterium or tritium gas in dimethyl sulfoxide
✍ Scribed by Manouchehr Saljoughian; Hiromi Morimot; Philip G. Williams; Henry Rapoport
- Publisher
- John Wiley and Sons
- Year
- 1988
- Tongue
- French
- Weight
- 644 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
A series of puascine dihydrochlorides specifically labelled at the 2 and 3 positions have been prepared by hydrogenation of olefinic and acetylenic pncursors with deuterium of tritium gas. The olefinic precursor was synthesized by a modification of the Dekpine reaction. and the acetylenic compound in a new, high-yielding (85%). chemoselective manner. Hydrogenation of the dihydrochloride salts of the pxecursors was conducted under an atmosphere of Tz or D, gas, in tbe presence of Pd-C catalyst, with DMSO as solvent. Features of this experimental design were that labelling was the final synthetic step, and that removal of the solvent after hydrogenation yielded a pun, crystalline product 'H, 2H and 3H N M R spectra of the products were rtcorded immediately after their labelling, and the level of incorporation and positions of the stable and radioactive hydrogens were &tumid.