| Identification | Back Directory | [Name]
cis-5-Oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylic acid tert-butyl ester | [CAS]
146231-54-1 | [Synonyms]
2-Boc-5-oxo-hexahydrocyclopenta[c]pyrrole
(3aR,6aS)-2-Boc-5-oxohexahydrocyclopenta[c]pyrrole
tert-Butyl 5-oxo-octahydrocyclopenta-[c]pyrrole-2-carboxylate
tert-butyl cis-5-oxo-octahydrocyclopenta[c]pyrrole-2-carboxylate
cis-tert-Butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
tert-butyl (3aR,6aS)-5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
cis-5-Oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylic acid tert-butyl ester
(3aR,6aS)-tert-Butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 95+%
(3aR,6aS)-5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylic acid tert-butyl ester
(3aR,6aS)-5-Oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylic acid 1,1-dimethylethyl ester
Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-oxo-, 1,1-dimethylethyl ester, (3aR,6aS)-rel- | [Molecular Formula]
C12H19NO3 | [MDL Number]
MFCD18782907 | [MOL File]
146231-54-1.mol | [Molecular Weight]
225.28 |
| Chemical Properties | Back Directory | [Melting point ]
70-71 °C | [Boiling point ]
325.8±35.0 °C(Predicted) | [density ]
1.139±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [form ]
solid | [pka]
-0.82±0.20(Predicted) | [color ]
White to yellow | [InChI]
InChI=1/C12H19NO3/c1-12(2,3)16-11(15)13-6-8-4-10(14)5-9(8)7-13/h8-9H,4-7H2,1-3H3/t8-,9+ | [InChIKey]
GGNDIMLSSMWKDR-DTORHVGONA-N | [SMILES]
C(N1C[C@]2([H])CC(C[C@]2([H])C1)=O)(=O)OC(C)(C)C |&1:3,8,r| |
| Hazard Information | Back Directory | [Synthesis]
Cis-hexahydrocyclopentadieno[c]pyrrol-5(1H)-one (2.0 g, 16 mmol) was used as starting material and dissolved in dichloromethane (50 mL). Subsequently, di-tert-butyl dicarbonate (5.2 g, 24 mmol), triethylamine (3.2 g, 32 mmol) and 4-dimethylaminopyridine (195 mg, 1.6 mmol) were added to the solution. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, it was quenched by adding water (100 mL) and the aqueous and organic phases were separated. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give the crude product. The crude product was purified by silica gel column chromatography (eluent ratio of petroleum ether:ethyl acetate=10:1) to finally obtain tert-butyl cis-5-oxooctahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (3.4 g, 94.4% yield). | [References]
[1] Patent: US2017/112833, 2017, A1. Location in patent: Paragraph 0550-0551 |
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