N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester

Base Information

• Chemical Name: N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester
• CAS No.: 202811-11-8
• Molecular Formula: C₃₀H₃₈N₂O₅
• Molecular Weight: 506.642
• Mol file: 202811-11-8.mol

Synonyms:N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester

Chemical Property of N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester

There total 4 articles about N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl 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:

(2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)-propionic acid (147577-61-5) + 2-(2-(2-(methylamino)ethyl)phenoxy)ethanol (202811-10-7) → N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester (202811-11-8)

Guidance literature:

(2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)-propionic acid; With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃;

2-(2-(2-(methylamino)ethyl)phenoxy)ethanol; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

2-(2-hydroxyphenyl)-N-methylacetamide (202811-08-3) → N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester (202811-11-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 98 percent / K₂CO₃; KI / acetone / 6 h / Heating

2.1: 29 percent / NaBH₄; I₂ / tetrahydrofuran / 16 h / Heating

3.1: 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 0 °C

3.2: CH₂Cl₂; dimethylformamide / 0 - 20 °C

With sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; iodine; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: Alkylation / 2.1: Reduction / 3.1: Addition / 3.2: Condensation;

DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

ethyl 2-(2-((N-methylcarbamoyl)methyl)phenoxy)acetate (202811-09-4) → N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester (202811-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 29 percent / NaBH₄; I₂ / tetrahydrofuran / 16 h / Heating

2.1: 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 0 °C

2.2: CH₂Cl₂; dimethylformamide / 0 - 20 °C

With sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; iodine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Addition / 2.2: Condensation;

DOI:10.1016/S0223-5234(00)00160-4

upstream raw materials:

(2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)-propionic acid

2-(2-(2-(methylamino)ethyl)phenoxy)ethanol

2-(2-hydroxyphenyl)-N-methylacetamide

ethyl 2-(2-((N-methylcarbamoyl)methyl)phenoxy)acetate

Downstream raw materials:

(3E)-4-(N-((1R)-1-(N-(2-(2-(2-Hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enylcarbamic acid tert-butyl ester

N-((3E)-4-(N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enyl)-N-methylcarbamic acid tert-butyl ester

(2R)-N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide