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Synthesis of [4a-13C]-6-methyltetrahydropterin

✍ Scribed by Robert A. Lazarus; Michael A. Sulewski; Stephen J. Benkovic

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

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The synthesis of [4a‐^13^C]‐6‐methyltetrahydropterin, a synthetic cofactor for phenylalanine hydroxylase, is described. [2‐^13^C]‐ethyl bromoacetate was converted in four steps to [5‐^13^C]‐2,4‐diamino‐6‐hydroxypyrimidine in 86% yield. The latter was nitrosated, reduced, condensed with pyruvic aldehyde, and reduced to afford pure [4a‐^13^C]‐6‐methyltetrahydropterin in a net overall yield of 16%.

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