(1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine

Base Information

• Chemical Name: (1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine
• CAS No.: 643091-35-4
• Molecular Formula: C₂₉H₃₇BrClNOSi
• Molecular Weight: 559.061

Synonyms:(1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine

Chemical Property of (1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine

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Technology Process of (1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine

There total 1 articles about (1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine 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: 90.0%

(1R)-2-{benzyl[2-(4-bromophenyl)ethyl]amino}-1-(3-chlorophenyl)ethanol (643091-34-3) + tert-butyldimethylsilyl chloride (18162-48-6) → (1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine (643091-35-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm701324c

Reference yield: 40.0%

(1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine (643091-35-4) + p-[(tert-butyldimethylsilyl)oxy]benzaldehyde (120743-99-9) → [4-(2-{benzyl[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}ethyl)-phenyl](4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanol (643094-37-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 1h;

DOI:10.1021/jm701324c

Reference yield:

tetrakis(triphenylphosphine) palladium(0) (14221-01-3) + (1R)-N-benzyl-N-[2-(4-bromophenyl)ethyl]-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethanamine (643091-35-4) + (4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid (159191-56-7) → 4'-[2-[N-benzyl-N-[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]-1,1'-biphenyl-4-ol (643093-45-2)

Guidance literature:

With tetrabutyl ammonium fluoride; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane;

upstream raw materials:

(1R)-2-{benzyl[2-(4-bromophenyl)ethyl]amino}-1-(3-chlorophenyl)ethanol

tert-butyldimethylsilyl chloride

Downstream raw materials:

4'-[2-[N-benzyl-N-[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]-1,1'-biphenyl-4-ol

[4-(2-{benzyl[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}ethyl)-phenyl](4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanol

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