## Abstract Site specific deuterated primaquines were prepared. The attempts to prepare these by deuterolysis of bromoprimaquines were unsuccessful because the required bromoprimaquines could not be produced satisfactorily by alkylation of the various bromo‐6‐ methoxy‐8‐aminoquinolines. Instead pri
Synthesis of site specifically deuterated primaquines II. N-alkyl deuterated primaquines
✍ Scribed by James D. McChesney; Srinivasan Sarangan
- Publisher
- John Wiley and Sons
- Year
- 1984
- Tongue
- French
- Weight
- 278 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
Two site specifically deuterated primaquines were prepared. 4′,4′‐Dideutero primaquine 3 was obtained from the corresponding dideutero alcohol which was prepared by the low temperature reduction of the ester compound 4 with lithium aluminium deuteride. 1′‐Deutero primaquine r was prepared by the reductive alkylation of 6‐methoxy‐8‐aminoquinoline with N‐(2‐oxopentyl)‐phthalimide in the presence of sodium cyanoborodeuteride followed by removal of protective phthalimide group.
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The synthesis of arachidonic acid derivatives containing site-specifically incorporated deuterium atoms and also a remote tritium label are described. Deuterium incorporation at the C11 and/or C15 position was achieved using Wittig chemistry, while the radiolabel was introduced at a remote position
## Abstract Specifically deuterated N‐acetyl‐6‐hydroxy‐5‐methoxytryptamine has been synthesised. The mass spectra of the labeled and unlabeled analogs are reported.