N-{2-[2-(3-hydroxypropoxy)phenyl]ethyl}-N-methylcarbamic acid tert-butyl ester

Base Information

Chemical Name:N-{2-[2-(3-hydroxypropoxy)phenyl]ethyl}-N-methylcarbamic acid tert-butyl ester
CAS No.:202811-44-7
Molecular Formula:C₁₇H₂₇NO₄
Molecular Weight:309.406
Hs Code.:

Synonyms:N-{2-[2-(3-hydroxypropoxy)phenyl]ethyl}-N-methylcarbamic acid tert-butyl ester

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Chemical Property of N-{2-[2-(3-hydroxypropoxy)phenyl]ethyl}-N-methylcarbamic acid tert-butyl ester

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Technology Process of N-{2-[2-(3-hydroxypropoxy)phenyl]ethyl}-N-methylcarbamic acid tert-butyl ester

There total 6 articles about N-{2-[2-(3-hydroxypropoxy)phenyl]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: 70.0%

: 202811-43-6
N-(2-(2-hydroxyphenyl)-ethyl)-N-methylcarbamic acid tert-butyl ester

: 627-18-9
1-bromo-3-propanol

: 202811-44-7
N-{2-[2-(3-hydroxypropoxy)phenyl]ethyl}-N-methylcarbamic acid tert-butyl ester

Guidance literature:: With cesium chloride; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 16h;
DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 202811-44-7
N-{2-[2-(3-hydroxypropoxy)phenyl]ethyl}-N-methylcarbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / aq. NaOH / tetrahydrofuran / 16 h / 20 °C

2: 83 percent / H₂ / 10 percent Pd-C / ethanol / 16 h / 760 Torr

3: 70 percent / K₂CO₃; CsCl / dimethylformamide / 16 h / 80 °C

With sodium hydroxide; cesium chloride; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Catalytic hydrogenation / 3: Alkylation;
DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

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

: 202811-44-7
N-{2-[2-(3-hydroxypropoxy)phenyl]ethyl}-N-methylcarbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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

With sodium hydroxide; sodium tetrahydroborate; cesium chloride; hydrogen; iodine; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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;
DOI:10.1016/S0223-5234(00)00160-4