Dimethyl Sulfoxide → 1,1-Dimethylethyl 2-(hydroxymethyl)-1-oxa-7-azaspiro[3.5]nonane-7-carboxylate

HRID 831890Notes

Reaction equation

HRID 831890 reaction equation
[CH3:22][CH2:23][O:24][C:25](=[O:26])[CH3:27].[CH3:28][S:29](=[O:30])[CH3:31].[Li+:20].[O:1]1[CH:2]([CH2:3][C:4]2([OH:17])[CH2:5][CH2:6][N:7]([C:10](=[O:11])[O:12][C:13]([CH3:14])([CH3:15])[CH3:16])[CH2:8][CH2:9]2)[CH2:18]1.[OH-:21].[OH2:19]>>[OH:1][CH2:18][CH:2]1[CH2:3][C:4]2([CH2:5][CH2:6][N:7]([C:10](=[O:11])[O:12][C:13]([CH3:14])([CH3:15])[CH3:16])[CH2:8][CH2:9]2)[O:17]1

Participants

7

Reactant 6

HCID 679Dimethyl SulfoxideHCID 961HydroxideHCID 962WaterHCID 8857Ethyl AcetateHCID 28486Lithium ionHCID 186702981,1-Dimethylethyl 4-hydroxy-4-(2-oxiranylmethyl)-1-piperidinecarboxylate

Product 1

HCID 186703571,1-Dimethylethyl 2-(hydroxymethyl)-1-oxa-7-azaspiro[3.5]nonane-7-carboxylate

Sources & evidence

ORD record
ord-ee4ce86dcefa4dc9a4aec2eb1e472a2f
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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