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| | cis-5-Benzyl-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Basic information |
| Product Name: | cis-5-Benzyl-2-Boc-hexahydropyrrolo[3,4-c]pyrrole | | Synonyms: | 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;Pyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-(phenylmethyl)-, 1,1-dimethylethyl ester, (3aR,6aS)-rel-;cis-5-Benzyl-2-Boc-hexahydropyrrolo[3,4-c]pyrrole | | CAS: | 370879-56-4 | | MF: | C18H26N2O2 | | MW: | 302.41 | | EINECS: | | | Product Categories: | pharmacetical | | Mol File: | 370879-56-4.mol | ![cis-5-Benzyl-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Structure](CAS/GIF/370879-56-4.gif) |
| | cis-5-Benzyl-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Chemical Properties |
| 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 |
| | cis-5-Benzyl-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Usage And Synthesis |
| Synthesis | 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 |
| | cis-5-Benzyl-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Preparation Products And Raw materials |
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