Tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate → 2-(5-Oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-3-one

HRID 1848446Notes

Reaction equation

HRID 1848446 reaction equation
C(OC([N:8]1[CH2:18][CH2:17][C:11]2([CH2:15][NH:14][C:13](=[O:16])[CH2:12]2)[CH2:10][CH2:9]1)=O)(C)(C)C.Br[C:20]1[CH2:24][O:23][C:22](=[O:25])[CH:21]=1.O=C1OCC(N2CCCC3(CCNCC3)C2=O)=C1>>[O:25]=[C:22]1[O:23][CH2:24][C:20]([N:14]2[C:13](=[O:16])[CH2:12][C:11]3([CH2:10][CH2:9][NH:8][CH2:18][CH2:17]3)[CH2:15]2)=[CH:21]1

Participants

4

Reactant 3

HCID 10015184Tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylateHCID 117895364-bromo-5H-furan-2-oneHCID 867094552-(5-Oxo-2,5-dihydrofuran-3-yl)-2,9-diazaspiro[5.5]undecan-1-one

Product 1

HCID 867094542-(5-Oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-3-one

Procedure

The title compound was prepared from 3-oxo-2,8-diaza-spiro[4,5]decane-8-carboxylic acid tert-butyl ester and 4-bromofuran-2(5H)-one in two steps in an analogous fashion to that described for 2-(5-Oxo-2,5-dihydrofuran-3-yl)-2,9-diazaspiro[5.5]undecan-1-one (I-18) above. LC/MS: [(M+1)]+=237

Sources & evidence

ORD record
ord-887dfc9b823048529082dfedcc64ab30
Source dataset
uspto-grants-2015_02
Patent number
US08952166B2

Reaction notes

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