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ChemicalBook CAS DataBase List (2R,3S)-3-HYDROXY-D-ISOVALINE
127060-92-8

(2R,3S)-3-HYDROXY-D-ISOVALINE synthesis

5synthesis methods
3-Morpholinecarbonitrile, 2,3-dimethyl-6-oxo-5-(phenylmethyl)-, (2S,3S,5S)-

161109-64-4
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(2R,3S)-3-HYDROXY-D-ISOVALINE

127060-92-8
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Yield:127060-92-8 33%

Reaction Conditions:

Stage #1: (2S,3S,5S)-5-benzyl-2,3-dimethyl-6-oxomorpholine-3-carbonitrilewith tert-butylhypochlorite in diethyl ether at 0 - 20; for 2 h;
Stage #2: with triethylamine in diethyl ether at 0 - 20; for 20 h;
Stage #3: with hydrogenchloride at 0 - 80; for 72 h;

References:

Watts, John;Benn, Alex;Flinn, Nick;Monk, Tracy;Ramjee, Manoj;Ray, Peter;Wang, Yikang;Quibell, Martin [Bioorganic and Medicinal Chemistry,2004,vol. 12,# 11,p. 2903 - 2925]

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