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

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

5synthesis methods

Product Name:(2R,3S)-3-HYDROXY-D-ISOVALINE
CAS Number:127060-92-8
Molecular formula:C5H11NO3
Molecular Weight:133.15

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

161109-64-4
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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]

3-Oxazolidinecarboxylic acid, 4-acetyl-2,2,4-trimethyl-, 1,1-dimethylethyl ester, (4S)-

677344-52-4
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127060-92-8
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3-Oxazolidinecarboxylic acid, 4-ethenyl-2,2,4-trimethyl-, 1,1-dimethylethyl ester, (4R)-

252953-41-6
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127060-92-8
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1H,3H,5H-Oxazolo[3,4-c]oxazol-3-one, dihydro-1,5,5,7a-tetramethyl-, (1S,7aS)-

677344-57-9
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127060-92-8
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4-Oxazolecarboxylic acid, 4,5-dihydro-4,5-dimethyl-2-phenyl-, 1-methylethyl ester, (4R,5S)-

1213233-80-7
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127060-92-8
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(2R,3S)-3-HYDROXY-D-ISOVALINE Related Search:

(3R,4S,5R)-4-HYDROXY-5-[(1S)-1-HYDROXY-2-METHYLPROPYL]-3-METHYL-2-PYRROLIDINONE-5-CARBOXYLIC ACID METHYL (2R,3S)-2-BENZYLAMINO-3-HYDROXY-2-HYDROXYMETHYL-4-METHYLPENTANOATE (3R,4S,5S,6S)-1-AZA-5-CARBOXYL-4-HYDROXY-6-ISOPROPYL-3-METHYL-7-OXABICYCLO[3.3.0]OCTAN-2-ONE CLASTO-LACTACYSTIN BETA-LACTONE D(-)-Isovaline