3-Methyl-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one → (S)-3-methyl-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one

HRID 1501769Notes

Reaction equation

HRID 1501769 reaction equation
C[C@H]1CC2(CCN(C(OC(C)(C)C)=O)CC2)C(=O)N1.[CH3:20][CH:21]1[CH2:25][C:24]2([CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[C:23](=[O:31])[N:22]1[C:32]1[CH2:33][O:34][C:35](=[O:37])[CH:36]=1>>[CH3:20][C@H:21]1[CH2:25][C:24]2([CH2:26][CH2:27][NH:28][CH2:29][CH2:30]2)[C:23](=[O:31])[N:22]1[C:32]1[CH2:33][O:34][C:35](=[O:37])[CH:36]=1

Participants

3

Reactant 2

HCID 867094583-Methyl-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-oneHCID 86709460(S)-tert-Butyl 3-methyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

Product 1

HCID 86709459(S)-3-methyl-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one

Procedure

The title compound was prepared in two steps from (S)-tert-Butyl 3-methyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate in an analogous fashion to that described for the preparation of the racemate 3-methyl-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one (I-22) immediately above. LC-MS (IE, m/z): 251 (M+1)+.

Sources & evidence

ORD record
ord-df7b7b036ded4488af69e8006589733e
Source dataset
uspto-grants-2015_12
Patent number
US09206198B2

Reaction notes

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