Preparation of [15-3h] gibberellin-A3
β Scribed by Manfred Lischewski; G. Adam
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- French
- Weight
- 334 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0022-2135
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β¦ Synopsis
The cyclobutane compounds 2, 2, 4 or 5, which represent in position45 functionalized gibberellin derivatives, reacted with ' H 2 0 under mild alkaline conditions i n a retroaldol-like cleavage to give diacetyl[l 5-3H] gibberellin-A 7-aldehyde (6) and the isomeric compound 2. diacetyl-GA 7-aldehyde (1) was irradiated with UV-light in b e n ~e n e / ~H ~O to form diacetyl [I5 ~x-~H] GA3-7-aldehyde (6a). rellin-A3(β¬l).
In respect of a second possibility of 15-tritiation,
π SIMILAR VOLUMES
of Sciences of the GDR, 2DR-4010 Halle (Saale), G e r m a n Democratic Republic During photocyclisation of 1 TO!and 155-tritiated diacetylgibberellin-A3-7-aldehydes to the cyclobutanols we found an enrichment of the tritium labelled starting aldehydes by an isotope effect. The mechanism of the ster
The epimeric gibberellin-A 7-aldehydes 1 and 2 were silylated, enolised with KH and 3labelled with -3 H20 to give after desilylation the tritium-labelled epimeric gibberellin-A ?-aldehydes 2 and 2. Subsequent acetylation, oxidation and deacetylation afforded [ 6-3H] gibberellin-A3 (6) and [ 6-3H]6-e
of Sciences of the GDR, DDR-8051 Dresden, German Democratic Republic s u m y The pbytohomone gibberellin-A was tritium-labell d by a chemical route. The specific aativity o f the [ 6 d -3 H ]gibberellin-,; obtained was 22.5 Ci/nmol.
## Abstract Mercury(II) oxide oxidation of naltrexone (1a) and naloxone (1b) gave 15,16βdidehydronaltrexone (4a) and 15,16 didehydronaloxone (4b). Subsequent reduction of 4a with tritium gas afforded naltrexoneβ15,16β^3^H~2~ having aβspecific activity of 15.3 Ci/mmole. Subsequent equilibration of 4