9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate

Base Information

• Chemical Name: 9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate
• CAS No.: 913815-80-2
• Molecular Formula: C₂₁H₃₃N₃O₃
• Molecular Weight: 375.511

Synonyms:9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate

Chemical Property of 9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate

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Technology Process of 9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate

There total 2 articles about 9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate 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:

(2-Methoxy-5-methyl-phenyl)-carbamic acid (1R,3R,5S)-9-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-9-aza-bicyclo[3.3.1]non-3-yl ester (1036759-14-4) → 9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate (913815-80-2)

Guidance literature:

With hydrazine hydrate; In ethanol; for 2h; Heating;

DOI:10.1016/j.bmc.2006.06.028

Reference yield:

O-(9-azabicyclo[3.3.1]nonan-3α-yl)-N-(2-methoxy-5-methylphenyl)carbamate (371226-28-7) → 9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate (913815-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; KI / acetonitrile / Heating

2: hydrazine hydrate / ethanol / 2 h / Heating

With potassium carbonate; hydrazine hydrate; potassium iodide; In ethanol; acetonitrile;

DOI:10.1016/j.bmc.2006.06.028

Reference yield: 100.0%

9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate (913815-80-2) + m-bromobenzoic aldehyde (3132-99-8) → (2-Methoxy-5-methyl-phenyl)-carbamic acid (1R,3R,5S)-9-(4-{[1-(3-bromo-phenyl)-meth-(E)-ylidene]-amino}-butyl)-9-aza-bicyclo[3.3.1]non-3-yl ester

Guidance literature:

In benzene; at 90 ℃; for 2h;

DOI:10.1016/j.bmc.2006.06.028

upstream raw materials:

(2-Methoxy-5-methyl-phenyl)-carbamic acid (1R,3R,5S)-9-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-9-aza-bicyclo[3.3.1]non-3-yl ester

O-(9-azabicyclo[3.3.1]nonan-3α-yl)-N-(2-methoxy-5-methylphenyl)carbamate

Downstream raw materials:

9-(4-(3'-bromobenzylamino)butyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate

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