Acetamidomalonic acid diethyl ester → Diethyl 2-acetylhexahydrocyclopenta[c]pyrrole-1,1(2H)-dicarboxylate

HRID 60993Notes

Reaction equation

HRID 60993 reaction equation
[C:1]1([CH:6]=O)[CH2:5][CH2:4][CH2:3][CH:2]=1.[C:8]([NH:11][CH:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14])(=[O:10])[CH3:9]>>[C:8]([N:11]1[CH2:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH:2]2[C:12]1([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14])(=[O:10])[CH3:9]

Participants

3

Reactant 2

HCID 14041Acetamidomalonic acid diethyl esterHCID 1386721-Cyclopentene-1-carboxaldehyde

Product 1

HCID 86587089Diethyl 2-acetylhexahydrocyclopenta[c]pyrrole-1,1(2H)-dicarboxylate

Procedure

The title compound was prepared from cyclopenten-1-aldehyde (1 equiv.) and diethyl 2-acetamidomalonate using the procedure by Chung et al (J. Org. Chem. 1990, 55, 270). MS (ESI) 298 (M+H).

Sources & evidence

ORD record
ord-193f85cdd1844bcc9bcae5df18637b75
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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