(2R, 3R) 1-[4-(4-fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-3-hydroxy-3-methyl-piperidine-2-carboxylic acid hydroxyamide → 3-((4-(4-Fluorophenoxy)benzenesulfonyl)-(1-hydroxycarbamoylcyclopentyl)amino)propionic acid

HRID 130655Notes

Reaction equation

HRID 130655 reaction equation
ON[C:3]([C@H]1[C@@](O)(C)CCCN1S(C1C=CC(OCC2C=CC(F)=CC=2Cl)=CC=1)(=O)=O)=O.ONC(C1(NS(C2C=CC(OC3C=CC(F)=CC=3)=CC=2)(=O)=O)CCOCC1)=O.[F:60][C:61]1[CH:90]=[CH:89][C:64]([O:65][C:66]2[CH:71]=[CH:70][C:69]([S:72]([N:75]([C:81]3([C:85](=[O:88])[NH:86][OH:87])[CH2:84][CH2:83][CH2:82]3)[CH2:76][CH2:77][C:78]([OH:80])=[O:79])(=[O:74])=[O:73])=[CH:68][CH:67]=2)=[CH:63][CH:62]=1.ONC(C1(NS(C2C=CC(OC3C=CC(Cl)=CC=3)=CC=2)(=O)=O)CCOCC1)=O.ONC([C@@]1(NS(C2C=CC(OC3C=CC(Cl)=CC=3)=CC=2)(=O)=O)CCCOC1)=O.ONC([C@H]1[C@@](O)(C)CCCN1S(C1C=CC(OCC2C=CC(F)=CC=2C)=CC=1)(=O)=O)=O>>[F:60][C:61]1[CH:62]=[CH:63][C:64]([O:65][C:66]2[CH:71]=[CH:70][C:69]([S:72]([N:75]([C:81]3([C:85](=[O:88])[NH:86][OH:87])[CH2:84][CH2:83][CH2:82][CH2:3]3)[CH2:76][CH2:77][C:78]([OH:80])=[O:79])(=[O:74])=[O:73])=[CH:68][CH:67]=2)=[CH:89][CH:90]=1

Participants

7

Reactant 6

HCID 9846676(2R, 3R) 1-[4-(4-fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-3-hydroxy-3-methyl-piperidine-2-carboxylic acid hydroxyamideHCID 9866250CP-544439HCID 99116833-[[4-(4-Fluoro-phenoxy)-benzenesulfonyl]-(1-hydroxycarbamoyl-cyclobutyl)-amino]-propionic acidHCID 99322634-[4-(4-Chloro-phenoxy)-benzenesulfonylamino]-tetrahydro-pyran-4-carboxylic acid hydroxyamideHCID 15520981(R)3-[4-(4-chloro-phenoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid hydroxyamideHCID 44395506(2R, 3R) 1-[4-(2-chloro-4-fluoro-benzyloxy)-benzenesulfonyl]-3-hydroxy-3-methyl-piperidine-2-carboxylic acid hydroxyamide

Product 1

HCID 98691423-((4-(4-Fluorophenoxy)benzenesulfonyl)-(1-hydroxycarbamoylcyclopentyl)amino)propionic acid

Procedure

3-exo-3-[4-(4-fluoro-phenoxy)-benzenesulfonylamino]-8-oxa-bicyclo[3.2.1]octane-3-carboxylic acid hydroxyamide; (2R,3R)1-[4-(2-chloro-4-fluoro-benzyloxy)-benzenesulfonyl]-3-hydroxy-3-methyl-piperidine-2-carboxylic acid hydroxyamide; 4-[4-(4-fluoro-phenoxy)-benzenesulfonylamino]-tetrahydro-pyran-4-carboxylic acid hydroxyamide; 3-[[4-(4-fluoro-phenoxy)-benzenesulfonyl]-(1-hydroxycarbamoyl-cyclobutyl)-amino]-propionic acid; 4-[4-(4-chloro-phenoxy)-benzenesulfonylamino]-tetrahydro-pyran-4-carboxylic acid hydroxyamide; (R)3-[4-(4-chloro-phenoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid hydroxyamide; (2R,3R)1-[4-(4-fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-3-hydroxy-3-methyl-piperidine-2-carboxylic acid hydroxyamide;

Sources & evidence

ORD record
ord-13af3371bc3f4201b287dacffcca1473
Source dataset
uspto-grants-2008_06
Patent number
US07381824B2

Reaction notes

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