5-Methoxy-1-methyl-2-(n-propylamino)tetralin

Base Information

• Chemical Name: 5-Methoxy-1-methyl-2-(n-propylamino)tetralin
• CAS No.: 85379-09-5
• Molecular Formula: C₁₅H₂₃NO
• Molecular Weight: 233.354
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID1043889
• Nikkaji Number: J227.633J
• Wikidata: Q27074361
• Pharos Ligand ID: UWNP5VMBZRYW
• Metabolomics Workbench ID: 63161
• ChEMBL ID: CHEMBL27441
• Mol file: 85379-09-5.mol

Synonyms:5-methoxy-1-methyl-2-(n-propylamino)tetralin;AJ 76;AJ-76

Chemical Property of 5-Methoxy-1-methyl-2-(n-propylamino)tetralin

Chemical Property:

• Vapor Pressure: 6.23E-05mmHg at 25°C
• Boiling Point: 345.3°Cat760mmHg
• Flash Point: 145.9°C
• PSA: 21.26000
• Density: 1g/cm³
• LogP: 4.30600
• Storage Temp.: Store at RT
• Solubility.: Soluble to 10 mM in H2O
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 233.177964357
• Heavy Atom Count: 17
• Complexity: 231

Purity/Quality:

98%Min ^*data from raw suppliers

AJ-76 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC1CCC2=C(C1C)C=CC=C2OC
• Isomeric SMILES: CCCN[C@@H]1CCC2=C([C@@H]1C)C=CC=C2OC
• Uses: (+)-AJ 76 Hydrochloride was used in asymmetric synthesis of methoxymethyl(di-n-propylamino)tetralin hydrochloride.

Technology Process of 5-Methoxy-1-methyl-2-(n-propylamino)tetralin

There total 16 articles about 5-Methoxy-1-methyl-2-(n-propylamino)tetralin 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:

[5-Methoxy-1-methyl-3,4-dihydro-1H-naphthalen-(2E)-ylidene]-propyl-amine → cis-5-methoxy-1-methyl-2-(n-propylamino)tetralin (90295-53-7) + (+/-)-trans-5-methoxy-1-methyl-2-(α-propylamino)tetralin (90295-51-5,106499-55-2,85378-71-8,85378-78-5,85379-09-5,90295-53-7,106499-56-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Title compound not separated from byproducts;

DOI:10.1021/jm00374a012

Reference yield:

1-methyl-5-methoxy-2-tetralone (42263-75-2) → (+/-)-trans-5-methoxy-1-methyl-2-(α-propylamino)tetralin (90295-51-5,106499-55-2,85378-71-8,85378-78-5,85379-09-5,90295-53-7,106499-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH*H₂O / benzene / 24 h / Heating

2: H₂ / 10percent Pd/C / ethanol / 760 Torr

With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; benzene;

DOI:10.1021/jm00374a012

Reference yield:

N-((1S,2R)-5-Methoxy-1-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-propionamide (106499-54-1) → (1S,2R)-cis-5-methoxy-1-methyl-2-(n-propylamino)tetralin (85379-09-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 7h; Heating;

DOI:10.1021/jm00387a004

upstream raw materials:

cis-5-methoxy-1-methyl-2-(n-propylamino)tetralin

N-((1S,2R)-5-Methoxy-1-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-propionamide

5-Methoxy-1-tetralone

1,2-dihydro-4-methyl-8-methoxynaphthalene

Downstream raw materials:

(+)-UH 232

Refernces

• 1、 Johansson, Anette M.,Arvidsson, Lars-Erik,Hacksell, Uli,Nilsson, J. Lars G.,Svensson, Kjell,Carlsson, Arvid. "Resolved cis- and trans-2-amino-5-methoxy-1-methyltetralins: Central dopamine receptor agonists and antagonists". . p. 602 - 611. Retrieved 2007/10/02.