| Identification | Back Directory | [Name]
(2R,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-Methyl-4-(1H-1,2,4-triazol-1-yl)thiobutyraMide | [CAS]
368421-58-3 | [Synonyms]
3R)-3-(2
368421-58-3
ISAVUCONAZOLE IST-1
Isavuconazole Impuirty G
Isavuconazole intermediate 8
Isoxaconazole Intermediate 8
4-triazol-1-yl)thiobutyraMide
NaMe:Isavuconazole interMediate 8
5-Difluorophenyl)-3-hydroxy-2-Methyl-4-(1H-1
(2R,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-Methyl-4-(1H-1,2,4-triazol-1-yl)thiobutraMide
(2R,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-Methyl-4-(1H-1,2,4-triazol-1-yl)thiobutyraMid
(2R,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-Methyl-4-(1H-1,2,4-triazol-1-yl)thiobutyraMide
1H-1,2,4-Triazole-1-butanethioamide, β-(2,5-difluorophenyl)-β-hydroxy-α-methyl-, (αR,βR)-
(2S,3S)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanethioamide
(2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-Methyl-4-(1H-1,2,4-triazol-1-yl)butanethioaMide
(2R,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanethioamide Hydrate Hydrosulfate
(2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanethioamide hydrosulfate monohydrate
Isavuconazole intermediate 8 ? ?(2R,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)thiobutyramide | [EINECS(EC#)]
609-299-8 | [Molecular Formula]
C13H14F2N4OS | [MOL File]
368421-58-3.mol | [Molecular Weight]
312.338 |
| Chemical Properties | Back Directory | [Melting point ]
198-200oC | [Boiling point ]
536.4±60.0 °C(Predicted) | [density ]
1.43±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
11.54±0.29(Predicted) | [color ]
Off-White | [InChI]
InChI=1/C13H14F2N4OS/c1-8(12(16)21)13(20,5-19-7-17-6-18-19)10-4-9(14)2-3-11(10)15/h2-4,6-8,20H,5H2,1H3,(H2,16,21)/t8-,13+/s3 | [InChIKey]
UWVOPVUWKIHGRF-MKHMJDPCNA-N | [SMILES]
C(=S)(N)[C@H](C)[C@](C1=CC(F)=CC=C1F)(O)CN1C=NC=N1 |&1:3,5,r| | [CAS DataBase Reference]
368421-58-3 |
| Hazard Information | Back Directory | [Uses]
(2R,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)thiobutyramide is an intermediate in the synthesis of Isavuconazole (I777830), an triazole based antifungal agent for the treatment of invasive fungal infections. | [Synthesis]
(2R,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-Methyl-4-(1H-1,2,4-triazol-1-yl)thiobutyraMide is prepared by passing (2S,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butyronitrile and O,O-Diethyl hydrogen phosphorodithioate through the following steps.
Step 1: (2S,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butyronitrile; O,O-Diethyl hydrogen phosphorodithioate In water; isopropyl alcohol at 78℃; for 15h;
Step 2: With sodium hydroxide In dichloromethane; water at 20℃; pH=7-8.
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