Journal of the Chemical Society. Perkin Transactions 2 (2001) p. 1131 - 1139 (1996)
Update date:2022-07-30
Topics:
Durand, Xavier
Hudhomme, Pietrick
Khan, Jeffrey A.
Young, Douglas W.
In studies directed at discovering the absolute stereochemistry of the reaction catalysed by the enzyme glutamate γ-carboxylase, two independent stereoselective syntheses of (2S,4S)-5,5′-dihydroxy[5,5- 2H2]-leucine 4a and its (2S,4R)-diastereoisomer 4b have been developed. The first synthesis uses (2S)-pyroglutamic acid as starting material and provides (2S,4S)-5,5′-dihydroxy[5,5-2H2]leucine 4a, while the second starts with (2S,4R)-4-hydroxyproline and provides (2S,4R)-5,5′-dihydroxy[5,5-2H2]leucine 4b.
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