Synthesis of deuterated 5‐ n ‐alkylresorcinols | Zendy

Parikka Kirsti | Zendy; Wähälä Kristiina | Zendy

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Synthesis of deuterated 5‐ n ‐alkylresorcinols

Author(s) -

Parikka Kirsti,

Wähälä Kristiina

Publication year - 2008

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.1463

Subject(s) - chemistry , deuterium , electrospray ionization , mass spectrometry , ionization , hydrogen–deuterium exchange , redistribution (election) , ring (chemistry) , radiochemistry , chromatography , organic chemistry , ion , nuclear physics , physics , politics , political science , law

Four alternative strategies for the preparation of deuterium poly‐labelled 5‐ n ‐alkylresorcinols are explored. Ring‐labelled 2 H 3 ‐alkylresorcinols synthesized by acidic H/D exchange are stable under electrospray ionization MS conditions but scrambling occurs in electron bombardment ionization MS. Side chain‐labelled 2 H 4 ‐derivatives prepared by two different total synthesis approaches are contaminated by isotopologues with varying number of deuterium labels due to H/D redistribution and exchange during D 2 gas deuterogenation. The derivative carrying an ω‐ 2 H 3 label is isotopically pure and completely stable under all relevant analytical conditions encountered in quantitation work. Copyright © 2008 John Wiley & Sons, Ltd.

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