4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

Base Information

Chemical Name:4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester
CAS No.:1544662-66-9
Molecular Formula:C₃₁H₄₃NO₃
Molecular Weight:477.687
Hs Code.:

Synonyms:4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

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Chemical Property of 4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

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Technology Process of 4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

There total 4 articles about 4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester 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: 59.0%

: 135908-33-7
methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate hydrochloride

: 1266115-60-9
6-(trans-4-tert-butylcyclohexyloxy)-2-naphthaldehyde

: 1544662-66-9
4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

Guidance literature:: methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate hydrochloride; 6-(trans-4-tert-butylcyclohexyloxy)-2-naphthaldehyde; In ethanol; for 2h; Reflux;

With sodium cyanoborohydride; In ethanol; at 20 ℃; for 72h; Reflux;

Reference yield:

: 18508-91-3
methanesulfonic acid 4-tert-butylcyclohexyl ester

: 1544662-66-9
4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: caesium carbonate / 2-methyl-propan-1-ol; butanone / 0.17 h / 110 °C

1.2: 15 h / 110 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

3.1: ethanol / 2 h / Reflux

3.2: 72 h / 20 °C / Reflux

With n-butyllithium; caesium carbonate; In tetrahydrofuran; ethanol; 2-methyl-propan-1-ol; butanone;

Reference yield:

: 1225352-09-9
2-bromo-6-(trans-4-tert-butylcyclohexyloxy)naphthalene

: 1544662-66-9
4-{[6-(trans-4-tert-butyl-cyclohexyloxy)naphthalen-2-ylmethyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: ethanol / 2 h / Reflux

2.2: 72 h / 20 °C / Reflux

With n-butyllithium; In tetrahydrofuran; ethanol;