N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)phenyl]ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]-N-methylcarbamic acid tert-butyl ester

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Chemical Name:N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)phenyl]ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]-N-methylcarbamic acid tert-butyl ester
CAS No.:202811-46-9
Molecular Formula:C₃₁H₄₀N₂O₅
Molecular Weight:520.669
Hs Code.:

Synonyms:N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)phenyl]ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]-N-methylcarbamic acid tert-butyl ester

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Chemical Property of N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)phenyl]ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]-N-methylcarbamic acid tert-butyl ester

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Technology Process of N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)phenyl]ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]-N-methylcarbamic acid tert-butyl ester

There total 7 articles about N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)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:

: 147577-61-5
(2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)-propionic acid

: 202811-45-8
3-[2-(2-methylamino-ethyl)phenoxy]propan-1-ol

: 202811-46-9
N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)phenyl]ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]-N-methylcarbamic acid tert-butyl ester

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 ℃;

3-[2-(2-methylamino-ethyl)phenoxy]propan-1-ol; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

: 22047-88-7
2-hydroxyphenylacetic acid benzyl ether

: 202811-46-9
N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)phenyl]ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]-N-methylcarbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1-hydroxybenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

1.2: 65 percent / CH₂Cl₂; dimethylformamide; ethanol / 16 h / 0 - 20 °C

2.1: 38 percent / NaBH₄; I₂ / tetrahydrofuran / 16 h / Heating

3.1: 88 percent / aq. NaOH / tetrahydrofuran / 16 h / 20 °C

4.1: 83 percent / H₂ / 10 percent Pd-C / ethanol / 16 h / 760 Torr

5.1: 70 percent / K₂CO₃; CsCl / dimethylformamide / 16 h / 80 °C

6.1: CF₃COOH / CH₂Cl₂ / 30 h / 0 °C

7.1: 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 0 °C

7.2: CH₂Cl₂; dimethylformamide / 0 - 20 °C

With sodium hydroxide; sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; cesium chloride; hydrogen; iodine; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Addition / 1.2: Condensation / 2.1: Reduction / 3.1: Substitution / 4.1: Catalytic hydrogenation / 5.1: Alkylation / 6.1: solvolysis / 7.1: Addition / 7.2: Condensation;
DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

: 202811-41-4
N-(2-(2-benzyloxyphenyl)ethyl)-N-methylamine

: 202811-46-9
N-[(1R)-1-(N-(2-[2-(3-hydroxypropoxy)phenyl]ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]-N-methylcarbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / aq. NaOH / tetrahydrofuran / 16 h / 20 °C

2.1: 83 percent / H₂ / 10 percent Pd-C / ethanol / 16 h / 760 Torr

3.1: 70 percent / K₂CO₃; CsCl / dimethylformamide / 16 h / 80 °C

4.1: CF₃COOH / CH₂Cl₂ / 30 h / 0 °C

5.1: 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 0 °C

5.2: CH₂Cl₂; dimethylformamide / 0 - 20 °C

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; cesium chloride; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Catalytic hydrogenation / 3.1: Alkylation / 4.1: solvolysis / 5.1: Addition / 5.2: Condensation;
DOI:10.1016/S0223-5234(00)00160-4