methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate

Base Information

• Chemical Name: methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate
• CAS No.: 1398397-37-9
• Molecular Formula: C₂₇H₂₉F₃N₂O₃
• Molecular Weight: 486.534
• Mol file: 1398397-37-9.mol

Synonyms:methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate

Chemical Property of methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate

There total 6 articles about methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate 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:

3-bromo-5-trifluoromethylbenzoic acid methyl ester (187331-46-0) + 2-(morpholin-3-yl)-N-((R)-1-(naphthalen-1-yl)ethyl)ethanamine (1398395-81-7) → methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate (1398397-37-9) + methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate (1398397-43-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; caesium carbonate; In hexane; ethyl acetate; toluene; for 15h; Inert atmosphere; Reflux;

Reference yield:

ethyl 2-(morpholin-3-yl)acetate (81684-84-6) → methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate (1398397-37-9) + methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate (1398397-43-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine / water; dichloromethane / 0 - 20 °C

2.1: lithium hydroxide / water; tetrahydrofuran; ethanol / 4 h / 80 °C

3.1: benzotriazol-1-ol; diisopropyl-carbodiimide / 0.25 h / 20 °C

3.2: 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

5.1: dimethylsulfide borane complex / tetrahydrofuran / 6 h / Reflux

5.2: 1 h / 100 °C

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / ethyl acetate; toluene; hexane / 15 h / Inert atmosphere; Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; dimethylsulfide borane complex; benzotriazol-1-ol; caesium carbonate; triethylamine; trifluoroacetic acid; lithium hydroxide; diisopropyl-carbodiimide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; ethyl acetate; toluene;

Reference yield:

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate (761460-02-0) → methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate (1398397-37-9) + methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate (1398397-43-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hydroxide / water; tetrahydrofuran; ethanol / 4 h / 80 °C

2.1: benzotriazol-1-ol; diisopropyl-carbodiimide / 0.25 h / 20 °C

2.2: 20 °C

3.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

4.1: dimethylsulfide borane complex / tetrahydrofuran / 6 h / Reflux

4.2: 1 h / 100 °C

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / ethyl acetate; toluene; hexane / 15 h / Inert atmosphere; Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; dimethylsulfide borane complex; benzotriazol-1-ol; caesium carbonate; trifluoroacetic acid; lithium hydroxide; diisopropyl-carbodiimide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; ethyl acetate; toluene;

upstream raw materials:

ethyl 2-(morpholin-3-yl)acetate

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate

2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid

2-(morpholin-3-yl)-N-((R)-1-(naphthalen-1-yl)ethyl)acetamide