Tert-butyl 3-formylazetidine-1-carboxylate → 2-(Tert-butyl) 7-ethyl 2,6-diazaspiro[3.4]octane-2,7-dicarboxylate

HRID 454437Notes

Reaction equation

HRID 454437 reaction equation
[CH:1]([CH:3]1[CH2:6][N:5]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:4]1)=O.C1C2(CCN(C(OC(C)(C)C)=O)CC2)[CH2:17][CH:16]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[NH:15]1>>[CH2:6]1[C:3]2([CH2:17][CH:16]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[NH:15][CH2:1]2)[CH2:4][N:5]1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8]

Participants

3

Reactant 2

HCID 10726182Tert-butyl 3-formylazetidine-1-carboxylateHCID 497612358-Tert-butyl 3-ethyl 2,8-diazaspiro[4.5]decane-3,8-dicarboxylate

Product 1

HCID 583130582-(Tert-butyl) 7-ethyl 2,6-diazaspiro[3.4]octane-2,7-dicarboxylateYield 93%

Procedure

This compound was prepared from 1,1-dimethylethyl 3-formyl-1-azetidinecarboxylate (650 mg, 3.5 mmol) in 93% yield in an analogous fashion to Intermediate 131 in Example 19.

Sources & evidence

ORD record
ord-5bd083bf2a6342c5ba07e916a1acdb7e
Source dataset
uspto-grants-2013_07
Patent number
US08492554B2

Reaction notes

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