(3aR,6aR)-Tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

Base Information

• Chemical Name: (3aR,6aR)-Tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate
• CAS No.: 370882-39-6
• Molecular Formula: C11H20N2O2
• Molecular Weight: 212.292
• Hs Code.: 2933990090
• Mol file: 370882-39-6.mol

Synonyms:(3aR,6aR)-Hexahydropyrrolo[3,4-b]pyrrol-5(1H)-carboxylic acid tert-butyl ester;

Chemical Property of (3aR,6aR)-Tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

Chemical Property:

• Boiling Point: 295.4±13.0 °C(Predicted)
• PKA: 10.72±0.20(Predicted)
• PSA: 41.57000
• Density: 1.076±0.06 g/cm3(Predicted)
• LogP: 1.48190
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(3aR,6aR)-Hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl (3aR,6aR)-Hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate is used as a reactant in the preparation of diazabicyclo[3.3.0]octane-substituted pyrazine and pyridine derivatives as potent α4β2 nicotinic acetylcholine receptor ligands.

Technology Process of (3aR,6aR)-Tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

There total 2 articles about (3aR,6aR)-Tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(3aR,6aR)-1-[(1R)-1-phenylethyl]-3,3a,4,5,6,6a-hexahydro-2H-pyrrolo[3,2-c]pyrrole (370880-03-8) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (3AR,6AR)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (370882-39-6,180975-51-3)

Guidance literature:

(3aR,6aR)-1-[(1R)-1-phenylethyl]-3,3a,4,5,6,6a-hexahydro-2H-pyrrolo[3,2-c]pyrrole; di-tert-butyl dicarbonate;

With hydrogen; palladium;

Reference yield:

→ tert-butyl (3AR,6AR)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (370882-39-6,180975-51-3)

Guidance literature:

Reference yield:

tert-butyl (3AR,6AR)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (370882-39-6,180975-51-3) + 1.4-dibromobenzene (106-37-6) → tert-butyl (3aR,6aR)-1-(4-bromophenyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (948846-77-3)

Guidance literature:

With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 140 ℃; for 0.25h; Microwave irradiation;

upstream raw materials:

(3aR,6aR)-1-[(1R)-1-phenylethyl]-3,3a,4,5,6,6a-hexahydro-2H-pyrrolo[3,2-c]pyrrole

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl (3aR,6aR)-1-(4-bromophenyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

(3aR,6aR)-tert-butyl 1-(5-(3,5-difluorophenylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,2-c]pyrrole-5(1H)-carboxylate

(3aR,6aR)-tert-butyl 1-(6-(2-methylbenzylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

(3aS,6aS)-tert-butyl 1-(5-(2-methylbenzylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

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