Carbamic acid, [(1R)-1-(3-methoxyphenyl)ethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1R)-1-(3-methoxyphenyl)ethyl]-, 1,1-dimethylethyl ester
• CAS No.: 871728-33-5
• Molecular Formula: C14H21NO3
• Molecular Weight: 251.326
• Mol file: 871728-33-5.mol

Synonyms:

Chemical Property of Carbamic acid, [(1R)-1-(3-methoxyphenyl)ethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(1R)-1-(3-methoxyphenyl)ethyl]-, 1,1-dimethylethyl ester

There total 6 articles about Carbamic acid, [(1R)-1-(3-methoxyphenyl)ethyl]-, 1,1-dimethylethyl 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: 73.9%

dimethyl sulfate (77-78-1) + (R)-[1-(3-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester (266369-69-1) → (R)-[1-(3-methoxyphenyl)ethyl]carbamic acid tert-butyl ester (871728-33-5)

Guidance literature:

With potassium carbonate; In acetone; at 0 ℃; Inert atmosphere; Reflux;

DOI:10.1080/00397911.2010.527425

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (R)-1-(3-methoxyphenyl)ethylamine (88196-70-7) → (R)-[1-(3-methoxyphenyl)ethyl]carbamic acid tert-butyl ester (871728-33-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jm0305826

Reference yield:

C16H17NO → (R)-[1-(3-methoxyphenyl)ethyl]carbamic acid tert-butyl ester (871728-33-5)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tetrahydroborate / ethanol; ethyl acetate / 3 h / 0 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / acetic acid / 48 h / 20 °C / 3102.97 Torr / Inert atmosphere

3: triethylamine / methanol / 6 h / 0 °C / Inert atmosphere

4: potassium carbonate / acetone / 0 °C / Inert atmosphere; Reflux

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; In methanol; ethanol; acetic acid; ethyl acetate; acetone;

DOI:10.1080/00397911.2010.527425

upstream raw materials:

di-tert-butyl dicarbonate

(R)-1-(3-methoxyphenyl)ethylamine

3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol

3-Hydroxyacetophenone

Downstream raw materials:

3-(2-chlorophenyl)-N-[(R)-1-(3-methoxyphenyl)ethyl]-2-propenamide

(R)-1-(3-methoxyphenyl)ethanamine hydrochloride salt

tecalcet

(R)-3-(2-chlorophenyl)-N-(1-(3'-methoxyphenyl)ethyl)propanamide

Refernces

• 1、 Wu, Yong-Jin,He, Huan,Sun, Li-Qiang,L'Heureux, Alexandre,Chen, Jie,Dextraze, Pierre,Starrett Jr., John E.,Boissard, Christopher G.,Gribkoff, Valentin K.,Natale, Joanne,Dworetzky, Steven I.. "Synthesis and structure-activity relationship of acrylamides as KCNQ2 potassium channel openers". . p. 2887 - 2896. Retrieved 2007/10/03.