tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Base Information

• Chemical Name: tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
• CAS No.: 141449-85-6
• Molecular Formula: C11H20N2O2
• Molecular Weight: 212.292
• Hs Code.: 2933990090
• European Community (EC) Number: 676-383-9,863-063-0
• DSSTox Substance ID: DTXSID40399849
• Mol file: 141449-85-6.mol

Synonyms:141449-85-6;2-Boc-Hexahydro-pyrrolo[3,4-C]pyrrole;tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate;2-BOC-Hexahydropyrrolo[3,4-c]pyrrole;tert-butyl octahydropyrrolo[3,4-c]pyrrole-2-carboxylate;2-BOC-HEXAHYDRO-PYRRPOL[3,4-C]PYRROLE;tert-butyl 2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrole-5-carboxylate;Hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester;MFCD04115128;(3AR,6aR)-tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate;1330763-64-8;Pyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid, hexahydro-, 1,1-dimethylethyl ester;2-boc-octahydropyrrolo[3,4-c]pyrrole;(3aR,6aR)-2-Boc-octahydropyrrolo[3,4-c]pyrrole;(3as,6as)-2-Boc-octahydropyrrolo[3,4-c]pyrrole;SCHEMBL584860;(3AS*,6aS*)-tert-Butylhexahydropyrrolo-[3,4-c]pyrrole-2(1H)-carboxylate;DTXSID40399849;FYUVLZRRIRGSTE-UHFFFAOYSA-N;BAC01997;BCP02483;AKOS015838364;CS-W019607;KG-0017;PB21856;SB33362;SB40904;SB46685;3-Boc-3,7-diazabicyclo[3.3.0]octane;BP-10224;SY003253;SY009279;SY057592;SY057594;AM20080312;BB 0260518;FT-0603840;FT-0648385;EN300-50906;A26007;3-t-butoxycarbonyl-3,7-diazabicyclo[3.3.0]octane;J-520071;W-205554;F8887-3892;tert-butyl hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylate;tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2-carboxylate;tert-butyl hexahydropyrrolo[3,4-c] pyrrole-2(1h)-carboxylate;tert-butyl hexahydropyrrolo[3,4-c]-pyrrole-2(1H)-carboxylate;tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1 H)-carboxylate;tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H) carboxylate;hexahydro-pyrrolo[3,4-c]pyrrol-2-carboxylic acid tert-butyl-ester;Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester;Pyrrolo[3,4-c]Pyrrole-2(1H)-Ca;2-Boc-octahydropyrrolo[3,4-c]pyrrole;Pyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid,hexahydro-,tert-butyl ester;rac-(3aR,6aR)-5-[(tert-butoxy)carbonyl]-hexahydro-1H-furo[3,4-c]pyrrole-3a-carboxylic acid, trans

Chemical Property of tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.494
• Boiling Point: 293.115 °C at 760 mmHg
• PKA: 10.72±0.20(Predicted)
• Flash Point: 131.071 °C
• PSA: 41.57000
• Density: 1.05 g/cm³
• LogP: 1.33940
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 212.152477885
• Heavy Atom Count: 15
• Complexity: 248

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Boc-hexahydropyrrolo[3,4-c]pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2CNCC2C1

Technology Process of tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

There total 4 articles about tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(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: 98.0%

tert-butyl 5-benzylhexahydropyrrolo[3.4-c]pyrrole-2(1H)-carboxylate (186202-73-3) → tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (141449-85-6)

Guidance literature:

With hydrogen; palladium(II) hydroxide/carbon; In methanol; at 50 ℃; for 2.5h; under 3102.97 Torr;

Reference yield:

2-benzyloctahydropyrrolo[3,4-c]pyrrole (86732-22-1) → tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (141449-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 24 h / 23 °C

2: hydrogen / palladium 10% on activated carbon / acetic acid; methanol / 72 h / 3620.13 Torr

With hydrogen; palladium 10% on activated carbon; In methanol; dichloromethane; acetic acid;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (141449-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 24 h / 23 °C

2: hydrogen / palladium 10% on activated carbon / acetic acid; methanol / 72 h / 3620.13 Torr

With hydrogen; palladium 10% on activated carbon; In methanol; dichloromethane; acetic acid;

upstream raw materials:

tert-butyl 5-benzylhexahydropyrrolo[3.4-c]pyrrole-2(1H)-carboxylate

di-tert-butyl dicarbonate

2-benzyloctahydropyrrolo[3,4-c]pyrrole

5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione

Downstream raw materials:

tert-butyl 5-(4-(4-amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

2-[1,1-dimethyl-2-oxo-2-azabicyclo[2.2.1]heptan-7-ylethyl]-4-[2-(5-t-butoxycarbonyl-octahydropyrrolo[3,4-c]pyrrol-2-yl)ethyl]-5-(3,5-dimethylphenyl)-6H-thieno[2,3-b]pyrrole

tert-butyl 5-(3-methoxyphenyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

5-(6-phenyl-pyridazin-3-yl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "AMINOQUINAZOLINE DERIVATIVES AND THEIR SALTS AND METHODS OF USE". Paragraph 00250. . Retrieved 2013/06/05.
• 2、 -. "DISUBSTITUTED OCTAHY - DROPYRROLO [3,4-C] PYRROLES AS OREXIN RECEPTOR MODULATORS". Page/Page column 54-55. . Retrieved 2011/05/06.