An Improved Synthesis of S-3,4-Dehydroproline

References

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• pH Values < 2 and higher temperatures are to be avoided since these conditions may lead to decarboxylation
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• The racemization was followed by rotation of aliquots diluted 1:10 with H2O: initial α25 D 3.47°; 75 min, α25 D 1.78°; 4.5 hr, α25 D 0.49°; 9 hr, α25 D 0.30°
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• A 1% solution of S-3,4-dehydroproline in 0.5 M pyridinium acetate is enantiomerically stable at 20° (ca. 1% drop in optical rotation after 14 days) but racemizes readily at higher temperatures. Such solutions should be stored at 0° and must be evaporated at ≤ 25°
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