(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine

Base Information

• Chemical Name: (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine
• CAS No.: 151858-76-3
• Molecular Formula: C₁₆H₂₉NO₂Si
• Molecular Weight: 295.497
• Mol file: 151858-76-3.mol

Synonyms:(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine

Chemical Property of (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine

There total 8 articles about (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine 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: 100.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2R)-2-amino-2-(2-methoxy-6-methylphenyl)ethyl alcohol (151858-75-2) → (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine (151858-76-3)

Guidance literature:

With triethylamine; In dichloromethane; for 23h; Ambient temperature;

DOI:10.1021/ja00076a036

Reference yield:

(2-methoxy-6-methylphenyl)acetic acid (151858-71-8) → (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine (151858-76-3)

Guidance literature:

Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) 0 deg C, 45 min

2: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, a) -78 deg C, 15 min, b) RT, 9 h

3: 1.) KN(SiMe₃)2, 2.) trisyl azide, 3.) AcOH

4: 83 percent / NaBH₄ / tetrahydrofuran; H₂O / 42 h / 5 °C

5: 78 percent / H₂ / 10percent Pd/C / ethanol / 24 h / Ambient temperature

6: 100 percent / Et₃N / CH₂Cl₂ / 23 h / Ambient temperature

With sodium tetrahydroborate; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/ja00076a036

Reference yield:

(2R)-2-azido-2-(2-methoxy-6-methylphenyl)ethanol (151858-74-1) → (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine (151858-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / H₂ / 10percent Pd/C / ethanol / 24 h / Ambient temperature

2: 100 percent / Et₃N / CH₂Cl₂ / 23 h / Ambient temperature

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1021/ja00076a036

upstream raw materials:

tert-butyldimethylsilyl chloride

(2R)-2-amino-2-(2-methoxy-6-methylphenyl)ethyl alcohol

(2-methoxy-6-methylphenyl)acetic acid

(2R)-2-azido-2-(2-methoxy-6-methylphenyl)ethanol