6-Benzyl-5,7-dioxo-hexahydropyrrolo[3,4-b]pyridine

Base Information

• Chemical Name: 6-Benzyl-5,7-dioxo-hexahydropyrrolo[3,4-b]pyridine
• CAS No.: 1076198-93-0
• Molecular Formula: C14H14N2O2
• Molecular Weight: 242.277
• Hs Code.: 2933990090
• Mol file: 1076198-93-0.mol

Synonyms:6-Benzyl-5,7-dioxo-hexahydropyrrolo[3,4-b]pyridine;3,4-Dihydro-6-(phenylMethyl)-1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-dione

Chemical Property of 6-Benzyl-5,7-dioxo-hexahydropyrrolo[3,4-b]pyridine

Chemical Property:

• Melting Point: 135 °C
• Boiling Point: 435.8±44.0 °C(Predicted)
• PKA: 1.46±0.20(Predicted)
• PSA: 49.41000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 1.45960
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol

Purity/Quality:

98%min ^*data from raw suppliers

6-Benzyl-5,7-dioxo-hexahydropyrrolo[3,4-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Benzyl-5,7-dioxo-hexahydropyrrolo[3,4-b]pyridine

There total 4 articles about 6-Benzyl-5,7-dioxo-hexahydropyrrolo[3,4-b]pyridine 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: 98.8%

(1R,6S)-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane → 6-benzyl-3,4-dihydro-1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-dione (1076198-93-0)

Guidance literature:

With manganese(IV) oxide; In toluene; at 75 ℃; for 1.5h; Temperature; Solvent;

DOI:10.1080/00397911.2016.1261164

Reference yield: 95.0%

cis-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]-nonane → 6-benzyl-3,4-dihydro-1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-dione (1076198-93-0)

Guidance literature:

cis-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]-nonane; With 1,3-dichloro-5,5-dimethylhydantoin; In dichloromethane; for 0.75h; Cooling with ice;

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h; Solvent; Temperature;

Reference yield: 68.3%

(1R,6S)-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane → 6-benzyl-3,4-dihydro-1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-dione (1076198-93-0) + 6-benzyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione (18184-75-3)

Guidance literature:

With manganese(IV) oxide; In toluene; at 110 ℃; for 2.5h;

DOI:10.1080/00397911.2016.1261164

Downstream raw materials:

[1S,6R]-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane

(S,S)-8-benzyl-2,8-diazabicyclo[4.3.0]nonane-D-tartrate

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

Refernces

• 1、 Pallavicini, Marco,Bolchi, Cristiano,Fumagalli, Laura,Piccolo, Oreste,Valoti, Ermanno. "Highly efficient racemisation of a key intermediate of the antibiotic moxifloxacin". . p. 379 - 380. Retrieved 2011.
• 2、 -. "METHOD FOR PRODUCTION OF (S,S)-6-BENZYLOCTAHYDRO-1H-PYRROLO[3,4-B]PYRIDINE, AN INTERMEDIATE OF AZABICYCLO PYRIDINE DERIVATIVES". Page/Page column 25. . Retrieved 2014/07/08.