1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid → 1'H-spiro[cyclopropane-1,6'-pyrrolo[3,4-b]pyrrol]-4'(5'H)-one

Reaction equation

[NH:1]1[CH:5]=[CH:4][C:3]2[C:6](=[O:9])[NH:7][CH2:8][C:2]1=2.[C:10](OC(NC1(C(O)=O)CC1)=O)(C)(C)[CH3:11]>>[NH:1]1[CH:5]=[CH:4][C:3]2[C:6](=[O:9])[NH:7][C:8]3([CH2:11][CH2:10]3)[C:2]1=2

Participants

Reactant 2

HCID 6883961-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid

HCID 694035305,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one

Product 1

HCID 897841791'H-spiro[cyclopropane-1,6'-pyrrolo[3,4-b]pyrrol]-4'(5'H)-one

Procedure

This compound was prepared in a manner similar to that described for Intermediate 703, starting from 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylic acid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.08 (1H, br.), 7.53 (1H, s), 6.82 (1H, s), 6.11 (1H, d, J=2.2 Hz), 1.3 (2H, m), 1.27 (2H, m). m/z (ESI, +ve) 149.0 (M+H)+.

Workup

customThis compound was prepared in a manner similar to

Sources & evidence

ORD record: ord-6d1e86debddf41aca8f9154f7522e9de
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09394297B2

Reaction notes

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