(2S)-2-[(4-fluorophenoxy)methyl]oxirane → HCID 54217940, compound

HRID 2399873Notes

Reaction equation

HRID 2399873 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:6][CH:5]=1.[F:20][C:21]1[CH:31]=[CH:30][C:24]([O:25][CH2:26][C@@H:27]2[CH2:29][O:28]2)=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:31]=[CH:30][C:24]([O:25][CH2:26][C@@H:27]([OH:28])[CH2:29][NH:1][CH2:2][CH2:3][C:4]2[CH:5]=[CH:6][C:7]([NH:10][S:11]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)(=[O:13])=[O:12])=[CH:8][CH:9]=2)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 6932898(2S)-2-[(4-fluorophenoxy)methyl]oxiraneHCID 15281645N-[4-(2-aminoethyl)phenyl]Benzenesulfonamide

Product 1

HCID 54217940HCID 54217940, compound

Procedure

In a manner analogous to that of Example 7, the title compound was prepared from the amine from Example 6 and the epoxide from Example 141: 1H NMR (300 MHz, CD3OD): 2.93 (m, 2H), 3.1-3.28 (m, 4H), 3.96 (m, 2H), 4.2 (m, 1H), 6.9-7.16 (m, 8H), 7.5 (m, 3H), 7.74 (d, J=7Hz, 1H); FAB-MS m/z 445 (M+1).

Sources & evidence

ORD record
ord-6fdcf418353c4fb1933614da2b536b82
Source dataset
uspto-grants-1995_09
Patent number
US05451677

Reaction notes

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