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A synthesis of porphobilinogen-11-13C

✍ Scribed by Graciela Buldain; Aldonia Valasinas


Publisher
John Wiley and Sons
Year
1982
Tongue
French
Weight
214 KB
Volume
19
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

Porphobilinogen‐11‐^13^C was prepared by using benzyl 3‐(β‐methoxycarbonylethyl)‐4‐ (methoxycarbonylmethyl)‐2‐pyrrolecarboxylate as a starting material. A Vilsmeier‐Haak formylation with N,N′‐dimethylform‐^13^C‐amide gave the 2‐formylpyrrole, which was transformed into its oxime, and the latter was hydrogenated to the hydrochioride of 5‐carboxyporphobilinogen dimethyl ester. The hydrochloride cyclized to 5‐carboxyporphobilinogen lactam at pH 9, and the latter was first decarboxylated and then saponified to give the title compound.


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