(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol → HCID 54309039, compound

HRID 1491748Notes

Reaction equation

HRID 1491748 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]1([C@@H:12]([OH:14])[CH3:13])[CH2:11][O:10]1.[CH:15]([C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH:28]=[CH:27][NH:26][C:25]2=O)=[CH:20][CH:19]=1)([CH3:17])[CH3:16].FC1C=C(F)C=CC=1[C@]1(OC1)[C@H](N1C=CN(C2C=CC(C(C)C)=CC=2)C1=O)C>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]1([C@H:12]([O:14][C:25]2[N:24]([C:21]3[CH:22]=[CH:23][C:18]([CH:15]([CH3:17])[CH3:16])=[CH:19][CH:20]=3)[CH:28]=[CH:27][N:26]=2)[CH3:13])[CH2:11][O:10]1

Participants

4

Reactant 3

HCID 10631861(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanolHCID 15285749HCID 15285749, compoundHCID 193736961,3-Dihydro-1-[4-(1-methylethyl)phenyl]-2H-imidazol-2-one

Product 1

HCID 54309039HCID 54309039, compoundYield 13.9%

Procedure

In the same manner as in Reference Example 5, starting from 0.83 g of (1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol and 0.83 g of 1-(4-isopropylphenyl)-2(1H,3H)-imidazolone, 1-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-3-(4-isopropylphenyl)-2(1H,3H)-imidazolone (0.25 g) and 0.22 g of (2R)-2-(2,4-difluorophenyl)-2-[(1R)-1-[1-(4-isopropylphenyl)-2-imidazolyloxy]ethyl]oxiran were obtained.

Sources & evidence

ORD record
ord-38640623b74644269e5305db46f3d548
Source dataset
uspto-grants-1994_12
Patent number
US05371101

Reaction notes

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