![](/CAS/GIF/879686-42-7.gif)
tert-butyl 4-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate synthesis
- Product Name:tert-butyl 4-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
- CAS Number:879686-42-7
- Molecular formula:C12H19NO3
- Molecular Weight:225.28
![2-BENZYL-HEXAHYDRO-CYCLOPENTA[C]PYRROL-4-ONE](/CAS/GIF/185692-51-7.gif)
185692-51-7
75 suppliers
$60.00/25mg
![Di-tert-butyl dicarbonate](/CAS/GIF/24424-99-5.gif)
24424-99-5
824 suppliers
$13.50/25G
![tert-butyl 4-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate](/CAS/GIF/879686-42-7.gif)
879686-42-7
53 suppliers
$110.00/100mg
Yield: 98%
Reaction Conditions:
with hydrogen;Pearlman's catalist in ethanol under 2585.81 Torr; for 20 h;
Steps:
1
To a solution of 1 (2.00 g, 9.3 mmol) in EtOH (100 mL) was added di- tert-butyl dicarbonate (2.29 g, 10.5 mmol) and Pd(OH)2ZC (250 mg). An atmosphere of H2 (50 psi) was secured using a Parr-shaker and reacted for 20 h. The reaction mixture was filtered through celite and concentrated under vacuum to afford 2 as a pale yellow oil (2.05 g, 98%); 1H-NMR (400 MHz, CDCl3) δ 3.81-3.42 (m, 3H), 3.20-3.11 (m, IH), 3.09-3.01 (m, IH), 2.79-2.68 (m, IH), 2.37 (t, J = 8.0 Hz, 2H), 2.25-2.16 (m, IH), 1.93-1.79 (m, IH), 1.46 (s, 9H); m/z 170.1 [M-1Bu].
References:
VANDERBILT UNIVERSTIY;LINDSLEY, Craig, W.;CONN, P., Jeffrey;WEAVER, Charles, David;NISWENDER, Colleen, M.;WILLIAMS, Richard;JONES, Carrie, K.;SHEFFLER, Douglas, J. WO2010/68851, 2010, A1 Location in patent:Page/Page column 62