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

Base Information

• Chemical Name: (3aS,6aS)-tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate
• CAS No.: 180975-51-3
• Molecular Formula: C₁₁H₂₀N₂O₂
• Molecular Weight: 212.292
• European Community (EC) Number: 820-623-9
• ChEMBL ID: CHEMBL4584582
• Mol file: 180975-51-3.mol

Synonyms:370882-55-6;(3aS,6aS)-tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate;180975-51-3;tert-butyl (3aS,6aS)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate;cis-5-Boc-1H-Hexahydropyrrolo[3,4-b]pyrrole;(3AS,6aS)-tert-Butyl hexahydropyrrolo-[3,4-b]pyrrole-5(1H)-carboxylate;(3AS, 6AS)-HEXAHYDRO-PYRROLO[3,4-B]PYRROLE-5-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-butyl (3aS,6aS)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[2,3-c]pyrrole-5-carboxylate;MFCD11045908;rel-(3aS,6aS)-tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate;cis-tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate;cis-hexahydro-pyrrolo[3,4-b]pyrrole-5-carboxylic acid tert-butyl ester;SCHEMBL1135376;CHEMBL4584582;CIS-TERT-BUTYLHEXAHYDROPYRROLO[3,4-B]PYRROLE-5(1H)-CARBOXYLATE;NYGXZCRPVBPJTA-DTWKUNHWSA-N;Pyrrolo[3,4-b]pyrrole-5(1H)-carboxylic acid, hexahydro-, 1,1-dimethylethyl ester, (3aR,6aR)-rel-;MFCD09040441;AKOS010366952;tert-butyl rac-(3aS,6aS)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate;AC-31870;AM803396;AS-31810;CS-0021111;EN300-26877;EN300-248736;A812574;A874191;cis-5-Boc-1H-Hexahydropyrrolo[3 pound not4-b]pyrrole;tert-butyl (3aS,6aS)-octahydropyrrolo[3,4-b]pyrrole-5-carboxylate;(3 aS,6aS)-tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate;rac-tert-butyl (3aR,6aR)-octahydropyrrolo[3,4-b]pyrrole-5-carboxylate;tert-butyl (3aS,6aS)-hexahydro-1H-pyrrolo[3,4-b]pyrrole-5-carboxylate;tert-butyl (3aS,6aS)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate;tert-Butyl (3aS,6aS)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-b]pyrrole-5-carboxylate;tert-Butyl (3aS,6aS)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate, AldrichCPR;PYRROLO[3,4-B]PYRROLE-5(1H)-CARBOXYLIC ACID, HEXAHYDRO-, 1,1-DIMETHYLETHYL ESTER, (3AS,6AS)-

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

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.494
• Boiling Point: 295.397 °C at 760 mmHg
• PKA: 10.72±0.20(Predicted)
• Flash Point: 132.451 °C
• PSA: 41.57000
• Density: 1.076 g/cm³
• LogP: 1.48190
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 212.152477885
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

97% ^*data from raw suppliers

cis-Hexahydro-pyrrolo[3,4-b]pyrrole-5-carboxylicacidtert-butylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2CCNC2C1
• Isomeric SMILES: CC(C)(C)OC(=O)N1C[C@@H]2CCN[C@@H]2C1
• Uses: cis-Hexahydropyrrolo[3,4-b]pyrrole-5-carboxylic Acid tert-Butyl Ester is used in preparation of Pyridoindole for the treatment and prophylaxis of bacterial infection.

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

There total 10 articles about (3aS,6aS)-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: 93.0%

tert-butyl 1-benzyl-octahydropyrrolo[2,3-c]pyrrole-5-carboxylate (132414-80-3) → tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (132414-81-4,180975-51-3)

Guidance literature:

With palladium on activated charcoal; ammonium formate; In methanol; for 2h; Inert atmosphere; Reflux;

Reference yield:

tert-butyldicarbonate (34619-03-9) → tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (132414-81-4,180975-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 4 h / 20 °C

2: ammonium formate; palladium on activated charcoal / methanol / 2 h / Inert atmosphere; Reflux

With palladium on activated charcoal; ammonium formate; In methanol; dichloromethane;

Reference yield:

ethyl N-(2,2-dimethoxyethyl)-N-(prop-2-en-1-yl)carbamate (128740-02-3) → tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (132414-81-4,180975-51-3)

Guidance literature:

Multi-step reaction with 5 steps

1: formic acid / 0.5 h / Reflux

2: toluene / 4 h / Reflux

3: hydrogenchloride / water / 24 h / Reflux

4: dichloromethane / 4 h / 20 °C

5: ammonium formate; palladium on activated charcoal / methanol / 2 h / Inert atmosphere; Reflux

With hydrogenchloride; formic acid; palladium on activated charcoal; ammonium formate; In methanol; dichloromethane; water; toluene;

upstream raw materials:

tert-butyldicarbonate

ethyl N-(2,2-dimethoxyethyl)-N-(prop-2-en-1-yl)carbamate

N-allyl-N-(2-oxoethyl)carbamic acid,ethyl ester

ethyl 1-benzyl-octahydropyrrolo[2,3-c]pyrrole-5-carboxylate