Trifluoroacetic acid → 4-Hydroxy-2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one

HRID 1848482Notes

Reaction equation

HRID 1848482 reaction equation
[OH:1][CH:2]1[C:6]2([CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]2)[C:5](=[O:19])[N:4]([C:20]2[CH2:21][O:22][C:23](=[O:26])[C:24]=2[CH3:25])[CH2:3]1.C(O)(C(F)(F)F)=O>>[OH:1][CH:2]1[C:6]2([CH2:7][CH2:8][NH:9][CH2:10][CH2:11]2)[C:5](=[O:19])[N:4]([C:20]2[CH2:21][O:22][C:23](=[O:26])[C:24]=2[CH3:25])[CH2:3]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86709492tert-Butyl 4-hydroxy-2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

Product 1

HCID 867094934-Hydroxy-2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one

Procedure

The title compounds were prepared from Isomers A and B of tert-Butyl 4-hydroxy-2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate, respectively, using TFA in a similar fashion as described previously for I-19. Isomer A: LC/MS: [(M+1)]+=267; Isomer B: LC/MS: [(M+1)]+=267.

Sources & evidence

ORD record
ord-6dd321807d534d378b32a3435745dffe
Source dataset
uspto-grants-2015_02
Patent number
US08952166B2

Reaction notes

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