N-propylcyclohexanamine hydrochloride

Base Information

• Chemical Name: N-propylcyclohexanamine hydrochloride
• CAS No.: 3592-82-3
• Molecular Formula: C₉H₁₉N*ClH
• Molecular Weight: 177.717
• European Community (EC) Number: 891-755-2
• Mol file: 3592-82-3.mol

Synonyms:N-propylcyclohexanamine hydrochloride;3592-82-3;N-propylcyclohexanamine;hydrochloride;N-Propylcyclohexanamine HCl;SCHEMBL1356285;N-propylcyclohexanaminehydrochloride;AKOS003726209;N-Cyclohexyl-N-propylamine hydrochloride;BS-40777;DB-199549;CS-0257074;EN300-65996;F71024;Z57396800;F3145-4054

Chemical Property of N-propylcyclohexanamine hydrochloride

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 177.1284273
• Heavy Atom Count: 11
• Complexity: 74.8

Purity/Quality:

97% ^*data from raw suppliers

N-Cyclohexyl-N-propylamine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCNC1CCCCC1.Cl
• Uses: N-propylcyclohexanamine hydrochloride is used in the synthesis of (R)- and (S)-rasagiline by reductive amination.

Technology Process of N-propylcyclohexanamine hydrochloride

There total 5 articles about N-propylcyclohexanamine hydrochloride 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: 29.0%

propylamine (107-10-8,42939-71-9) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → N-propylcyclohexylamine hydrochloride (3592-82-3)

Guidance literature:

propylamine; cyclohexanone; With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

With hydrogenchloride; In diethyl ether;

DOI:10.1002/anie.201705848

Reference yield:

propylamine (107-10-8,42939-71-9) + cyclohexanol (108-93-0) → N-propylcyclohexylamine hydrochloride (3592-82-3) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

propylamine; cyclohexanol; With alcohol dehydrogenase from Sphingobium yanoikuyae; reductive aminase from Aspergillus oryzae; nicotinamide adenine dinucleotide phosphate; In aq. acetate buffer; at 30 ℃; for 24h; pH=9; Enzymatic reaction;

With hydrogenchloride; In aq. acetate buffer; Reagent/catalyst;

DOI:10.1002/anie.201705848

Reference yield:

cyclohexanol (108-93-0) → N-propylcyclohexylamine hydrochloride (3592-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: reductive aminase from Aspergillus oryzae; alcohol dehydrogenase from Sphingobium yanoikuyae; nicotinamide adenine dinucleotide phosphate / aq. acetate buffer / 24 h / 30 °C / pH 9 / Enzymatic reaction

2: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With alcohol dehydrogenase from Sphingobium yanoikuyae; reductive aminase from Aspergillus oryzae; nicotinamide adenine dinucleotide phosphate; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran;

DOI:10.1002/anie.201705848

upstream raw materials:

ethylmagnesium bromide

N-(benzotriazol-1-yl-methyl)-cyclohexylamine

cyclohexylamine

propylamine

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