## Abstract The syntheses of [7‐^2^H]‐, [7‐^3^H]‐, and [2,2,3,3,4,4‐^2^H~6~]‐(16__S__)‐15‐deoxy‐16‐ hydroxy‐16‐methyl‐5‐thiaprostaglandin E~1~ methyl ester (2, 3, and 4) are described. Both 7‐labeled compounds, 2 and 3, were prepared from the Δ^7^‐precursor (11) by treatment with __in‐situ__ genera
Syntheses of 3H- and 2H-labeled (17R)-17,20-dimethyl-7-thiaprostaglandin E1 methyl ester
✍ Scribed by Toshio Tanaka; Kiyoshi Bannai; Kenji Manabe; Seizi Kurozumi
- Book ID
- 102901147
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- French
- Weight
- 662 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
The syntheses of [19,20‐^3^H~2~]‐ and [3,3,4,4,5,5,6,6‐^2^H~8~]‐(17__R__)‐ 17,20‐dimethyl‐7‐thiaprostaglandin E~1~ methyl esters (3 and 5) are described. The di‐tritiated compound 3 was prepared from its protected (Z)‐Δ ^19^‐precursor (21) via catalytic reduction with tritium gas having a specific activity of 49 Ci / mmol. The octa‐deuterated compound 5 was prepared from tetrahydrofuran‐d~8~.
📜 SIMILAR VOLUMES
A procedure for deuterium and tritium labeling of the titled compound, an analgesic agent, was developed. A secondary amine intermediate was acylated to an acylamide, then the carbonyl function was reduced by LiAlD 4 to yield the tertiary amine. In the tritium-labeled synthesis, the process utilized