2-BOC-HEXAHYDRO-PYRROLO[3,4-C]PYRROLE Chemical Properties

Boiling point:

295.4±33.0 °C(Predicted)

Density 

1.076±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

10.72±0.20(Predicted)

form 

solid

color 

White to off-white

Safety Information

HS Code 

2933998090

2-BOC-HEXAHYDRO-PYRROLO[3,4-C]PYRROLE Usage And Synthesis

Uses

2-Boc-Hexahydro-pyrrolo[3,4-C]pyrrole is an organic synthetic intermediate compound used in the preparation of anticancer agent compounds and sigma-2 ligands.

Synthesis

Example 6C: Synthesis of tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate To a solution of tert-butyl 5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (107.8 g, 0.356 mol), the product of Example 6B, in methanol (250 mL) was added wet 20% Pd(OH)2/C catalyst (10.8 g). The reaction mixture was hydrogenated for 2.5 hours at 50°C and 60 psi under a hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford the title compound tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (74 g, 0.35 mol, 98% yield). Mass spectrum (DCI/NH3) m/z: 213 ([M+H]+).

References

[1] Patent: US2005/65178, 2005, A1. Location in patent: Page/Page column 22
[2] Patent: US2005/101602, 2005, A1. Location in patent: Page/Page column 28
[3] Patent: WO2009/111550, 2009, A1. Location in patent: Page/Page column 37
[4] Patent: WO2013/71697, 2013, A1. Location in patent: Paragraph 00250
[5] Patent: US2014/228361, 2014, A1. Location in patent: Paragraph 0371-0372

2-BOC-HEXAHYDRO-PYRROLO[3,4-C]PYRROLE(141449-85-6)Related Product Information

• HEXAHYDRO-PYRROLO[3,4-B]PYRROLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• HEXAHYDRO-PYRROLO[3,2-B]PYRROLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Pyrrolo[3,4-b]pyrrole-5(1H)-carboxylic acid, hexahydro-, ethyl ester
• 2-Boc-6-oxo-2-azaspiro[3.4]octane
• 2-Boc-5-oxo-octahydro-isoindole
• hexahydrocyclopenta[c]pyrrol-5(1H)-one
• N-BOC-HEXAHYDRO-5-OXOCYCLOPENTA[C]PYRROLE
• (3aR,6aS)-benzyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
• cis-5-Oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylic acid tert-butyl ester
• (Meso-3aR,5r,6aS)-tert-butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
• 2-methyl-octahydrocyclopenta[c]pyrrol-5-one
• 2-methyl-octahydrocyclopenta[c]pyrrol-5-one
• (cis)-5-Boc-Hexahydro-pyrrolo[3,4-b]pyrrole,5-Boc-Hexahydro-pyrrolo[3,4-b]pyrrole
• CIS-5-BENZYL-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE
• cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole
• 2-BOC-HEXAHYDRO-PYRROLO[3,4-C]PYRROLE