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| | cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Basic information |
| Product Name: | cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole | | Synonyms: | -Boc-hexahydropyrrolo[3,4-c]pyrrole;tert-butyl (3aR,6aS)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrole-5-carboxylate;CIS-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE;Cis-2-Boc-hexahydropyrrol-3,4-cpyrrole;cis-2-(tert-Butoxycarbonyl)hexahydropyrrolo[3,4-c]pyrrole;cis-3-Boc-3,7-diazabicyclo[3.3.0]octane;tert-Butyl (3aR,6aS)-hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate;cis-tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate | | CAS: | 250275-15-1 | | MF: | C11H20N2O2 | | MW: | 212.29 | | EINECS: | | | Product Categories: | pharmacetical | | Mol File: | 250275-15-1.mol | ![cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Structure](CAS/GIF/250275-15-1.gif) |
| | cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Chemical Properties |
| Boiling point | 295.4±33.0 °C(Predicted) | | density | 1.076±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | solid | | pka | 10.72±0.20(Predicted) | | color | White | | InChI | InChI=1/C11H20N2O2/c1-11(2,3)15-10(14)13-6-8-4-12-5-9(8)7-13/h8-9,12H,4-7H2,1-3H3/t8-,9+ | | InChIKey | FYUVLZRRIRGSTE-DTORHVGOSA-N | | SMILES | C(N1C[C@]2([H])CNC[C@]2([H])C1)(=O)OC(C)(C)C |&1:3,8,r| |
| WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 2933998090 | | Storage Class | 11 - Combustible Solids |
| | cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Usage And Synthesis |
| Uses | cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole is used as a pharmaceutical intermediate in the preparation of Bicyclic pyrazole bruton's tyrosine kinase inhibitors and anticancer active ingredients. It is also used in the synthesis of other organics , such as 6-heterocycloalkyl quinazoline derivatives. | | Synthesis | General procedure for the synthesis of tert-butyl cis-tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate from tert-butyl cis-5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate: To tert-butyl (5 g, 16.5 mmol)-5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (5 g), 16.5 mmol ) was added to a solution of 10% Pd(OH)2/C catalyst (0.5 g) in methanol (50 mL). The reaction mixture was subjected to a hydrogen atmosphere (60 psi) and stirred at 60 °C overnight and subsequently cooled to room temperature. The reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to afford tert-butyl (3R,6aS)-hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate as a colorless oil (2.3 g, 66% yield). | | References | [1] Patent: US2002/19388, 2002, A1
[2] Patent: WO2015/120049, 2015, A1. Location in patent: Page/Page column 139; 140
[3] Patent: WO2016/191172, 2016, A1. Location in patent: Page/Page column 86
[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-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Preparation Products And Raw materials |
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