(S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine

Base Information

• Chemical Name: (S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine
• CAS No.: 851678-88-1
• Molecular Formula: C₂₂H₃₃BrN₂OSi
• Molecular Weight: 449.506
• Mol file: 851678-88-1.mol

Synonyms:(S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine

Chemical Property of (S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine

There total 2 articles about (S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine 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:

2-(3-bromophenyl)acetaldehyde (109347-40-2) + (S)-1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethylamine (717879-40-8) → (S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine (851678-88-1)

Guidance literature:

With NaBH(AcO)2; acetic acid; In 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2004.03.008

Reference yield:

(R)-1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethanol (717879-39-5) → (S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine (851678-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diphenylphosphoryl azide; PPh₃; diethyl azodicarboxylate / tetrahydrofuran

1.2: 65 percent / H₂ / Pd/C / methanol

2.1: NaBH(AcO)2; AcOH / 1,2-dichloro-ethane

With NaBH(AcO)2; diphenylphosphoranyl azide; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,2-dichloro-ethane; 1.1: Mitsunobu reaction;

DOI:10.1016/j.bmcl.2004.03.008

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-amine (851678-88-1) → (S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-carbamic acid tert-butyl ester (851678-89-2)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2004.03.008

upstream raw materials:

2-(3-bromophenyl)acetaldehyde

(S)-1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethylamine

(R)-1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethanol

Downstream raw materials:

(S)-[2-(3-bromo-phenyl)-ethyl]-{1-[6-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-ethyl}-carbamic acid tert-butyl ester