Sulfuric acid magnesium salt (1:1) → HCID 67258465, compound

HRID 2389231Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:26])[CH2:9][CH2:10][CH2:11][C:12]([N:14]2[C@@H:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:17][O:16][C:15]2=O)=[O:13])=[CH:4][CH:3]=1.FC1C=CC([C@@H](O)CCCC(N2[C@@H](C3C=CC=CC=3)COC2=O)=[O:39])=CC=1.[O-]S([O-])(=O)=O.[Mg+2]>C(O)(C)C>[O:39]=[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:19]1[C@H:18]1[CH2:17][O:16][CH2:15][N:14]1[C:12](=[O:13])[CH2:11][CH2:10][CH2:9][C:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)=[O:26]

Participants

Conditions

Temperature: 25 °C

Procedure

Improved ADH-LK variants for the reduction of (S)-1-(4-Fluoro-phenyl)-5-(2-oxo-4-phenyl-oxazolidin-3-yl)-pentane-1,5-dione to (4S)-3-[(5S)-5-(4-Fluoro-phenyl)-5-hydroxy-pentanoyl]-4-phenyl-oxazolidin-2-one were analyzed in small scale chemical reactions. In a glass vial with a teflon stirring bar, 500 mg (S)-1-(4-Fluoro-phenyl)-5-(2-oxo-4-phenyl-oxazolidin-3-yl)-pentane-1,5-dione, 100 mg KRED variant, 0.5 mg Na-NADP (Oriental Yeast), 2.5 ml isopropyl alcohol, and 2.5 ml 100 mM triethanolamine(chloride) buffer, pH 7.0, 2 mM MgSO4 was mixed and stirred overnight at 25° C. Reaction samples were analyzed by the method of Example 4.

Workup

customReaction samples

Sources & evidence

ORD record: ord-5c14c7b7035d4b1291cbb6e711792121
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273554B2

Reaction notes

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