The synthesis of specifically 14C-labelled 2,6-diaminopimelic acid and its higher homologues
✍ Scribed by J. Hanuš; K. Vereš
- Publisher
- John Wiley and Sons
- Year
- 1970
- Tongue
- French
- Weight
- 398 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
D,L‐2,6‐Diaminopimelic‐(2‐^14^C) acid was prepared by alkylation of diethyl acetamidomalonate‐(2‐^14^C) with 5‐bromo‐N‐phthaloyl‐L‐norvaline methyl ester and hydrolysis of the condensation product. Depending on the alkylation conditions, partial or complete racemisation takes place and therefore the L,L‐form of diaminopimelic acid had to be isolated by paper chromatography. Alkylation of diethyl acetamidomalonate‐(2‐^14^C) with diethyl 4‐bromobutyl‐ or 5‐bromopentyl‐ or 6‐bromohexylacetamidomalonate and subsequent hydrolysis of the condensation products gave D,L‐2,7‐diamino‐suberic‐(2‐^14^C), D,L‐2,8‐diaminoazelaic‐2‐^14^C, and D,L‐2,8‐diaminosebacic‐(2‐^14^C) acids respectively.
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