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370879-56-4

370879-56-4 Structure

370879-56-4 Structure
IdentificationBack Directory
[Name]

CIS-5-BENZYL-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE
[CAS]

370879-56-4
[Synonyms]

CIS-5-BENZYL-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE
cis-tert-Butyl 5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
(3aR,6aS)-tert-butyl 5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
tert-butyl (3aR,6aS)-2-benzyl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-carboxylate
[Molecular Formula]

C18H26N2O2
[MDL Number]

MFCD04116223
[MOL File]

370879-56-4.mol
[Molecular Weight]

302.41
Chemical PropertiesBack Directory
[Boiling point ]

393.4±35.0 °C(Predicted)
[density ]

1.117±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

8.97±0.20(Predicted)
[Appearance]

Colorless to light yellow Liquid
Spectrum DetailBack Directory
[Spectrum Detail]

CIS-5-BENZYL-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE(370879-56-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

CIS-2-BENZYLOCTAHYDROPYRROLO[3,4-C]PYRROLE

172739-04-7

Di-tert-butyl dicarbonate

24424-99-5

CIS-5-BENZYL-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE

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%).

[References]

[1] Patent: WO2015/120049, 2015, A1. Location in patent: Page/Page column 139
[2] Patent: WO2016/191172, 2016, A1. Location in patent: Page/Page column 85
[3] Patent: US2002/19388, 2002, A1
[4] Patent: US2009/281118, 2009, A1. Location in patent: Page/Page column 10
[5] Journal of Medicinal Chemistry, 2009, vol. 52, # 14, p. 4126 - 4141
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