(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol → HCID 10784853, compound

HRID 129132Notes

Reaction equation

HRID 129132 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.[F:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[C:26](=O)[NH:25][N:24]=[N:23]2)=[CH:18][CH:17]=1.FC1C=C(F)C=CC=1[C@]1(OC1)[C@H](N1C(=O)N(C2C=CC(F)=CC=2)N=N1)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:26]2[N:22]([C:19]3[CH:18]=[CH:17][C:16]([F:15])=[CH:21][CH:20]=3)[N:23]=[N:24][N:25]=2)[CH3:13])[CH2:11][O:10]1

Participants

4

Reactant 3

HCID 10631861(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanolHCID 10737333HCID 10737333, compoundHCID 13552829814213-07-1

Product 1

HCID 10784853HCID 10784853, compoundYield 9.9%

Procedure

In the same manner as in Reference Example 5, starting from 1.43 g of (1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol and 1.03 g of 1-(4-fluorophenyl)-5(1H,4H)-tetrazolone, 1-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-4-(4-fluorophenyl)-5(1H,4H)-tetrazolone (1.22 g) and 205 mg of (2R)-2-(2,4-difluorophenyl)-2-[(1R)-1-[1-(4-fluorophenyl)-1H-tetrazol-5-yloxy]ethyl]oxirane were obtained.

Sources & evidence

ORD record
ord-1626dc3c7bc641e0884bc651a44b256c
Source dataset
uspto-grants-1995_11
Patent number
US05466820

Reaction notes

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