Hydrogen Bromide → (2R)-2-amino-6-[4-[(2S)-2-amino-2-carboxyethyl]-3-[(3S)-3-amino-3-carboxypropyl]-5-hydroxypyridin-1-ium-1-yl]hexanoate
Reaction equation
[OH:1][C:2]1[CH:3]=[N+:4]([CH2:49][CH2:50][CH2:51][CH2:52][CH:53]([NH:61]C(OCC2C=CC=CC=2)=O)[C:54]([O:56]C(C)(C)C)=[O:55])[CH:5]=[C:6]([CH2:28][CH2:29][CH:30]([NH:38]C(OCC2C=CC=CC=2)=O)[C:31]([O:33]CCCC)=[O:32])[C:7]=1[CH2:8][CH:9]([NH:17]C(OCC1C=CC=CC=1)=O)[C:10]([O:12]C(C)(C)C)=[O:11].Br>>[CH:5]1[N+:4]([CH2:49][CH2:50][CH2:51][CH2:52][C@@H:53]([NH2:61])[C:54]([O-:56])=[O:55])=[CH:3][C:2]([OH:1])=[C:7]([CH2:8][C@H:9]([NH2:17])[C:10]([OH:12])=[O:11])[C:6]=1[CH2:28][CH2:29][C@H:30]([NH2:38])[C:31]([OH:33])=[O:32]Participants
3
Reactant 2
Product 1
Procedure
reacting the pyridinium salt prepared in step (c) with HBr in an appropriate solvent to provide deoxypyridinoline.