4-OXO-HEXAHYDRO-CYCLOPENTA[C]PYRROLE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: 4-OXO-HEXAHYDRO-CYCLOPENTA[C]PYRROLE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
• CAS No.: 130658-14-9
• Molecular Formula: C₁₂H₁₉NO₃
• Molecular Weight: 225.288
• Mol file: 130658-14-9.mol

Synonyms:Cyclopenta[c]pyrrole-2(1H)-carboxylicacid, hexahydro-4-oxo-, 1,1-dimethylethyl ester, cis-;cis-4-Oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylic acid tert-butyl ester;

Chemical Property of 4-OXO-HEXAHYDRO-CYCLOPENTA[C]PYRROLE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 0.000225mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 325.8 °C at 760 mmHg
• PKA: -0.87±0.20(Predicted)
• Flash Point: 150.8 °C
• PSA: 46.61000
• Density: 1.139g/cm³
• LogP: 1.77030
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-Oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-OXO-HEXAHYDRO-CYCLOPENTA[C]PYRROLE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

There total 4 articles about 4-OXO-HEXAHYDRO-CYCLOPENTA[C]PYRROLE-2-CARBOXYLIC ACID TERT-BUTYL ESTER 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%

7-Benzyl-2-oxo-7-azabicyclo[3.3.0]octane (185692-51-7) + di-tert-butyl dicarbonate (24424-99-5) → 4-oxohexahydrocyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester (879686-42-7,130658-14-9)

Guidance literature:

With hydrogen; Pearlman's catalist; In ethanol; for 20h; under 2585.81 Torr;

Reference yield: 54.0%

hexahydrocyclopenta[c]pyrrol-4(5H)-one hydrochloride (127430-46-0) + di-tert-butyl dicarbonate (24424-99-5) → 4-oxohexahydrocyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester (879686-42-7,130658-14-9)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 1h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (1R*,5S*)-N-benzyl-3-azabicyclo<3.3.0>octan-8-one (101046-32-6,116237-01-5,120294-14-6) → tert-butyl (cis)-4-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (130658-14-9)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol;

upstream raw materials:

di-tert-butyl dicarbonate

(1R*,5S*)-N-benzyl-3-azabicyclo<3.3.0>octan-8-one

cyclopent-2-enone

hexahydrocyclopenta[c]pyrrol-4(5H)-one hydrochloride

Downstream raw materials:

tert-butyl 4-amino-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

tert-butyl 4-hydroxy-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

tert-butyl (3aR,4R,6aS)-4-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

Refernces

• 1、 -. "3.3.0 BICYCLIC GLYT1 INHIBITORS AND METHODS OF MAKING AND USING SAME". Page/Page column 62. . Retrieved 2010/07/02.
• 2、 -. "Azabicyclic compounds are central nervous system active agents". Page 81; 52. . Retrieved 2010/02/05.