trans-[2-(2-(Cyclopropylmethoxy)-5-hydroxyphenyl)cyclopropylmethyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: trans-[2-(2-(Cyclopropylmethoxy)-5-hydroxyphenyl)cyclopropylmethyl]carbamic acid tert-butyl ester
• CAS No.: 1322700-04-8
• Molecular Formula: C19H27NO4
• Molecular Weight: 333.428
• Mol file: 1322700-04-8.mol

Synonyms:

Chemical Property of trans-[2-(2-(Cyclopropylmethoxy)-5-hydroxyphenyl)cyclopropylmethyl]carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-[2-(2-(Cyclopropylmethoxy)-5-hydroxyphenyl)cyclopropylmethyl]carbamic acid tert-butyl ester

There total 5 articles about trans-[2-(2-(Cyclopropylmethoxy)-5-hydroxyphenyl)cyclopropylmethyl]carbamic 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: 46.0%

trans-[2-(2-cyclopropyImethyloxy-5-hydroxyphenyl)cycIopropylmethyl]carbamic acid tert-butyl ester (1322700-01-5) → (+)-trans-(R,R)-[2-(2-cyclopropyImethyloxy-5-hydroxyphenyl)cycIopropylmethyl]carbamic acid tert-butyl ester (1322700-05-9,1322700-01-5) + (-)-trans-(S,S)-[2-(2-cyclopropyImethyloxy-5-hydroxyphenyl)cycIopropylmethyl]carbamic acid tert-butyl ester (1322700-04-8,1322700-01-5)

Guidance literature:

With chiralpak AD; In hexane; isopropyl alcohol; Resolution of racemate;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (+)-trans-(R,R)-[2-(2-cyclopropyImethyloxy-5-hydroxyphenyl)cycIopropylmethyl]carbamic acid tert-butyl ester (1322700-05-9,1322700-01-5) + (-)-trans-(S,S)-[2-(2-cyclopropyImethyloxy-5-hydroxyphenyl)cycIopropylmethyl]carbamic acid tert-butyl ester (1322700-04-8,1322700-01-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: boron tribromide / dichloromethane / -78 °C

1.2: 20 °C

1.3: 0.5 h / 20 °C

2.1: triethylamine / dichloromethane / 6 h / 0 - 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 60 °C

4.1: sodium t-butanolate; methanol / 4 h / 0 - 20 °C

5.1: chiralpak AD / isopropyl alcohol; hexane / Resolution of racemate

With methanol; boron tribromide; potassium carbonate; triethylamine; sodium t-butanolate; In hexane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

trans-[2-(2,5-dimethoxyphenyl)cyclopropylmethyl]carbamic acid tert-butyl ester → (+)-trans-(R,R)-[2-(2-cyclopropyImethyloxy-5-hydroxyphenyl)cycIopropylmethyl]carbamic acid tert-butyl ester (1322700-05-9,1322700-01-5) + (-)-trans-(S,S)-[2-(2-cyclopropyImethyloxy-5-hydroxyphenyl)cycIopropylmethyl]carbamic acid tert-butyl ester (1322700-04-8,1322700-01-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: boron tribromide / dichloromethane / -78 °C

1.2: 20 °C

1.3: 0.5 h / 20 °C

2.1: triethylamine / dichloromethane / 6 h / 0 - 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 60 °C

4.1: sodium t-butanolate; methanol / 4 h / 0 - 20 °C

5.1: chiralpak AD / isopropyl alcohol; hexane / Resolution of racemate

With methanol; boron tribromide; potassium carbonate; triethylamine; sodium t-butanolate; In hexane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

di-tert-butyl dicarbonate

trans-[2-(2-cyclopropyImethyloxy-5-hydroxyphenyl)cycIopropylmethyl]carbamic acid tert-butyl ester

Refernces