HEXAHYDRO-PYRROLO[1,2-A]PYRAZIN-1-ONE

Base Information

• Chemical Name: HEXAHYDRO-PYRROLO[1,2-A]PYRAZIN-1-ONE
• CAS No.: 16620-61-4
• Molecular Formula: C7H12N2O
• Molecular Weight: 136.15100
• Hs Code.: 2933990090
• Mol file: 16620-61-4.mol

Synonyms:1,4-Diazabicyclo<4.3.0>nonan-5-on;Octahydropyrrolo<1,2-a>pyrazin-1-on;5-Oxo-1,4-diaza-bicyclo<4.3.0>nonan;

Chemical Property of HEXAHYDRO-PYRROLO[1,2-A]PYRAZIN-1-ONE

Chemical Property:

• Melting Point: 80-81 °C
• Boiling Point: 125-127 °C(Press: 1 Torr)
• PKA: 15.24±0.20(Predicted)
• PSA: 34.03000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 0.56030

Purity/Quality:

98%min ^*data from raw suppliers

Hexahydropyrrolo[1,2-a]pyrazin-1(2H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of HEXAHYDRO-PYRROLO[1,2-A]PYRAZIN-1-ONE

There total 2 articles about HEXAHYDRO-PYRROLO[1,2-A]PYRAZIN-1-ONE 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: 90.0%

(1R,4R)-1-Formyl-3-oxo-2,5-diaza-spiro[3.4]octane-5-carboxylic acid benzyl ester (729599-83-1) → 1,4-diazabicyclo<4.3.0>nonan-5-one (16620-61-4)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/j.tetlet.2004.04.109

Reference yield:

→ 1,4-diazabicyclo<4.3.0>nonan-5-one (16620-61-4)

Guidance literature:

α-Brom-δ-chlorvaleriansaeure, Ethylendiamin;

Reference yield:

1-(4-bromomethylbenzyl)-1H-[1,2,3]triazole-4-carboxylic acid tert-butyl ester + 1,4-diazabicyclo<4.3.0>nonan-5-one (16620-61-4) → 1-[4-(1-oxohexahydropyrrolo[1,2-a]pyrazin-2-ylmethyl)benzyl]-1H-[1,2,3]triazole-4-carboxylic acid tert-butyl ester

Guidance literature:

1,4-diazabicyclo<4.3.0>nonan-5-one; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.333333h;

1-(4-bromomethylbenzyl)-1H-[1,2,3]triazole-4-carboxylic acid tert-butyl ester; In N,N-dimethyl-formamide; mineral oil; for 1h;

upstream raw materials:

(1R,4R)-1-Formyl-3-oxo-2,5-diaza-spiro[3.4]octane-5-carboxylic acid benzyl ester

Downstream raw materials:

4-(β-phenylethyl)-1,4-diazabicyclo<4.3.0>nonan-5-one

4-ethyl-1,4-diazabicyclo<4.3.0>nonan-5-one

2-[4-(4-Fluoro-phenyl)-4-oxo-butyl]-hexahydro-pyrrolo[1,2-a]pyrazin-1-one

4-methyl-1,4-diazabicyclo<4.3.0>nonan-5-one

Refernces

• 1、 Macías, Alberto,Alonso, Eduardo,Del Pozo, Carlos,González, Javier. "Unusual rearrangement of spiro β-lactams to 1,4-diazabicyclo[4,4,0] decanes and 1,4-diazabicyclo[4,3,0]nonanes. Synthesis of conformationally restricted σ-receptor ligands". . p. 4657 - 4660. Retrieved 2007/10/03.