(2S)-2-Methyloxirane → HCID 69660013, compound

HRID 890895Notes

Reaction equation

HRID 890895 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[CH:14][NH:15]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]1[O:21][C@H:19]1[CH3:20]>>[OH:21][C@@H:19]([CH3:20])[CH2:18][N:15]1[C:16]2[C:12](=[CH:11][CH:10]=[C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:17]=2)[CH:13]=[CH:14]1

Participants

3

Reactant 2

HCID 146262(2S)-2-MethyloxiraneHCID 2608046-(benzyloxy)-1H-indole

Product 1

HCID 69660013HCID 69660013, compound

Procedure

Alternatively, compound 1 is reacted with (R)-propylene oxide according to the foregoing method to yield (R)-1-(2-hydroxypropyl)-6-benzyloxyindole (R-2). Alternatively, compound 1 is reacted with (S)-propylene oxide according to the foregoing method to yield (S)-1-(2-hydroxypropyl)-6-benzyloxyindole (S-2).

Sources & evidence

ORD record
ord-70e21668928e48faadf6045e760ced93
Source dataset
uspto-grants-2006_02
Patent number
US06998489B2

Reaction notes

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