![](/CAS/20210111/GIF/848592-56-3.gif)
Pyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-(3-methoxyphenyl)-, 1,1-dimethylethyl ester synthesis
- Product Name:Pyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-(3-methoxyphenyl)-, 1,1-dimethylethyl ester
- CAS Number:848592-56-3
- Molecular formula:C18H26N2O3
- Molecular Weight:318.41
![2-BOC-HEXAHYDRO-PYRROLO[3,4-C]PYRROLE](/CAS/GIF/141449-85-6.gif)
141449-85-6
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$24.00/250mg
![3-Bromoanisole](/CAS/GIF/2398-37-0.gif)
2398-37-0
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$8.00/10g
![Pyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-(3-methoxyphenyl)-, 1,1-dimethylethyl ester](/CAS/20210111/GIF/848592-56-3.gif)
848592-56-3
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Yield:848592-56-3 97%
Reaction Conditions:
with 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl;sodium tertiary butoxide;tris-(dibenzylideneacetone)dipalladium(0) in toluene at 85; for 18 h;
Steps:
30.A 5-(3-Methoxy-phenyl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic Acid Tert-Butyl Ester
EXAMPLE 30A 5-(3-Methoxy-phenyl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic Acid Tert-Butyl Ester The product of Example 6C (1.0 g, 4.71 mmol), 3-bromoanisole (1.15 g, 6.12 mmol), tris(dibenzylideneacetone)dipalladium (0) (Pd2(dba)3, Strem, 86 mg, 0.094 mmol), racemic-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP, Strem, 0.117 g, 0.188 mmol), and tert-BuONa (0.724 g, 7.54 mmol) were combined in 20 mL toluene. This mixture was warmed to 85° C. and stirred for 18 h then was cooled to ambient temperature, filtered and concentrated under reduced pressure. The crude residue was purified via flash column chromatography (SiO2, 50% hexanes-EtOAc) to give 1.45 g of the title compound (4.6 mmol, 97% yield). MS (DCI/NH3) m/z 319 (M+H)+.
References:
US2005/65178,2005,A1 Location in patent:Page/Page column 31