HCID 59749450, compound → HCID 59749517, compound

HRID 747229Notes

Reaction equation

HRID 747229 reaction equation
F[C:2]1[CH:3]=[C:4]([N:12]2[CH2:16][C@H:15]([CH2:17]N3C=C(C)N=N3)[O:14][C:13]2=[O:24])[CH:5]=[CH:6][C:7]=1[Sn:8]([CH3:11])([CH3:10])[CH3:9].[Si:25]([O:32]C[C@@H]1OC(=O)N(C2C=CC(I)=CC=2)C1)([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]>>[Si:25]([O:32][CH2:17][C@@H:15]1[O:14][C:13](=[O:24])[N:12]([C:4]2[CH:3]=[CH:2][C:7]([Sn:8]([CH3:9])([CH3:10])[CH3:11])=[CH:6][CH:5]=2)[CH2:16]1)([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 59749450HCID 59749450, compoundHCID 59749514HCID 59749514, compound

Product 1

HCID 59749517HCID 59749517, compound

Procedure

Using the procedure described for (5R)-3-[3-fluoro-4-(trimethylstannyl)phenyl]-5-[(4-methyl-1H-1,2,3-triazol-1-yl)methyl]-1,3-oxazolidin-2-one (above), but starting from (5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-iodophenyl)-1,3-oxazolidin-2-one (2.45 g, 5.66 mM) gave the title compound as a white solid after chromatography, using hexanes then 20% ethyl acetate/hexanes (1.59 g).

Sources & evidence

ORD record
ord-fb49c4cd1b35422d93462b40b426173f
Source dataset
uspto-grants-2008_07
Patent number
US07396847B2

Reaction notes

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