1,5-Diazabicyclo[4.3.0]nonane

Base Information

• Chemical Name: 1,5-Diazabicyclo[4.3.0]nonane
• CAS No.: 57672-23-8
• Molecular Formula: C7H14N2
• Molecular Weight: 126.202
• DSSTox Substance ID: DTXSID30454890
• Nikkaji Number: J859.671I
• Wikidata: Q27144271
• Mol file: 57672-23-8.mol

Synonyms:1,5-diazabicyclo[4.3.0]nonane;57672-23-8;octahydropyrrolo[1,2-a]pyrimidine;1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrimidine;Pyrrolo[1,2-a]pyrimidine, octahydro-;SCHEMBL959582;CHEBI:73949;DTXSID30454890;IHGJZNUBLMAEGL-UHFFFAOYSA-N;octahydro-pyrrolo[1,2-a]pyrimidine;AKOS006349333;EN300-7424922;Q27144271

Chemical Property of 1,5-Diazabicyclo[4.3.0]nonane

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.115698455
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2NCCCN2C1

Technology Process of 1,5-Diazabicyclo[4.3.0]nonane

There total 10 articles about 1,5-Diazabicyclo[4.3.0]nonane 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: 40.0%

cis-β-{cobalt(oxalato)(spermine)}perchlorate & cis-β-{cobalt(oxalato)(4,9-diaza-1,12-diaminododecane)}perchlorate → cobalt(II) oxalate (134761-87-8) + {Co(1,3-diaminopropane)2(oxalate)}ClO4 + octahydropyrrolo[1,2-a]pyrimidine (57672-23-8)

Guidance literature:

In water; decompn. on storing at room temp. for 30 days (final pH 8.2) or for 10 h at 50°C; monitoring by NMR;

DOI:10.1039/c39920001167

Reference yield: 10.0%

carbon monoxide (201230-82-2) + N-allyl-1,3-diaminopropane (34155-45-8) → 1-(3-aminopropyl)-2-pyrrolidone (7663-77-6) + octahydropyrrolo[1,2-a]pyrimidine (57672-23-8)

Guidance literature:

With hydrogen; dirhodium tetraacetate; In benzene; at 80 ℃; for 20h; under 20685.9 Torr; Product distribution; PPh₃ and other ligands;

DOI:10.1016/S0040-4039(97)00889-7

Reference yield:

N-(3-aminopropyl)-1,4-diaminobutane (124-20-9) + (4-nitrophenyl)ethanone (100-19-6) → octahydropyrrolo[1,2-a]pyrimidine (57672-23-8) + (S)-1-(p-nitrophenyl)ethylamine (4187-53-5,22038-87-5,42142-15-4,73069-55-3)

Guidance literature:

With spuC gene from Pseudomonas chlororaphis subsp. aureofaciens; In dimethyl sulfoxide; at 40 ℃; for 24h; pH=9; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;

DOI:10.1039/c6gc02102f

upstream raw materials:

4-chlorobutyraldehyde

Trimethylenediamine

carbon monoxide

N-allyl-1,3-diaminopropane

Downstream raw materials:

3-(1-pyrrolidinyl)propylamine