CIS-5-BENZYL-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE synthesis
- Product Name:CIS-5-BENZYL-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE
- CAS Number:370879-56-4
- Molecular formula:C18H26N2O2
- Molecular Weight:302.41
![CIS-2-BENZYLOCTAHYDROPYRROLO[3,4-C]PYRROLE](/CAS/GIF/172739-04-7.gif)
172739-04-7
24424-99-5
370879-56-4
To a solution of (3aR,6aS)-2-benzyl octahydropyrrolo[3,4-c]pyrrole (10 g, 49.5 mmol) in tetrahydrofuran (THF, 100 mL) was sequentially added N,N-diisopropylethylamine (DIPEA, 12.8 g, 99 mmol) and di-tert-butyl dicarbonate (Boc2O, 10.8 g, 49.5 mmol). The reaction mixture was stirred at room temperature for 5 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate and washed sequentially with water, saturated sodium bicarbonate (NaHCO3) solution and saturated saline. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford tert-butyl (3aR,6aS)-5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate as a yellow oil (12 g, 80%).
172739-04-7
74 suppliers
$65.00/100mg
24424-99-5
867 suppliers
$13.50/25G
370879-56-4
41 suppliers
$65.00/25mg
Yield:370879-56-4 80%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in tetrahydrofuran at 20; for 5 h;
Steps:
5.3
To a solution of (3aR,6a5)-2-benzyloctahydropyrrolo[3,4-c]pyrrole (10 g, 49.5 mmol) in THF (100 mL) was added DIPEA (12.8 g, 99 mmol) and Boc2O (10.8 g, 49.5 mmol). The reaction mixture was stirred at ambient temperature for 5 h before diluting with ethyl acetate. The reaction mixture was washed with aq. NaHCO3 and brine. The organic layer was dried over anhydroussodium sulfate, filtered and evaporated to provide (3aR,6a5)-tert-butyl 5- benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate as a yellow oil (12 g, 80 %).
References:
WO2015/120049,2015,A1 Location in patent:Page/Page column 139
93102-05-7
312 suppliers
$6.00/1g
370879-56-4
41 suppliers
$65.00/25mg
![CIS-5-BENZYLTETRAHYDROPYRROLO[3,4-C]PYRROLE-1,3(2H,3AH)-DIONE](/CAS/GIF/370879-53-1.gif)
370879-53-1
53 suppliers
$70.00/50mg
370879-56-4
41 suppliers
$65.00/25mg