2(3H)-Furanone, 3-bromodihydro- → HCID 69873975, compound

HRID 2306615Notes

Reaction equation

Br[CH:2]1[CH2:7][CH2:6][O:5][C:3]1=[O:4].[C:8]([O:12][C:13]([NH:15][NH:16][C:17](=[S:40])[C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:28][C@H:27]([CH2:29][NH:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[O:26][C:25]2=[O:38])=[CH:20][C:19]=1[F:39])=[O:14])([CH3:11])([CH3:10])[CH3:9]>>[C:8]([O:12][C:13]([NH:15][N:16]=[C:17]([C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:28][C@H:27]([CH2:29][NH:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[O:26][C:25]2=[O:38])=[CH:20][C:19]=1[F:39])[S:40][CH:2]1[CH2:7][CH2:6][O:5][C:3]1=[O:4])=[O:14])([CH3:9])([CH3:11])[CH3:10]

Participants

Reactant 2

HCID 954632(3H)-Furanone, 3-bromodihydro-

HCID 60066039HCID 60066039, compound

Product 1

HCID 69873975HCID 69873975, compound

Procedure

Prepared from α-bromo-γ-butyrolactone (0.021 ml, 0.227 mmol) and N′-{4-[5(S)-(tert-butoxycarbonylaminomethyl)-2-oxo-oxazolidin-3-yl]-2-fluorothiobenzoyl}-hydrazinecarboxylic acid tert-butyl ester (0.100 g, 0.206 mmol) according to the procedure of Example 1, Intermediate II (0.95 g, 80%); MS (m/z): [M+H]+=569.

Sources & evidence

ORD record: ord-bee0e1064a014220b26b000968be2f42
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06828317B2

Reaction notes

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