[2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane
• CAS No.: 461031-83-4
• Molecular Formula: C₂₁H₂₇Cl₂N₃O₂Si
• Molecular Weight: 452.456
• Mol file: 461031-83-4.mol

Synonyms:[2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane

Chemical Property of [2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane

There total 1 articles about [2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane 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:

1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol → (S)-[2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane + [2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane (461031-83-4)

Guidance literature:

With di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; triphenylphosphine; In tetrahydrofuran; for 10h; Title compound not separated from byproducts.;

DOI:10.1021/ol026182e

Reference yield:

[2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane (461031-83-4) → (4S)-N-(tert-butoxycarbonyl)-2,2'-dimethyl-4-[(4-hydroxy)-2,6-dichlorophenyl]-1,3-oxazoline

Guidance literature:

Multi-step reaction with 5 steps

1: triphenylphosphine / tetrahydrofuran; H₂O / 12 h

2: NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

3: 8.78 g / TBAF / tetrahydrofuran / 5 h / 20 °C

4: H₂ / Pd/C / ethyl acetate; ethanol / 1 h / 20 °C

5: TsOH*H₂O / CH₂Cl₂ / 24 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/ol026182e

Reference yield:

[2-azido-2-(4-benzyloxy-2,6-dichloro-phenyl)-ethoxy]-tert-butyl-dimethyl-silane (461031-83-4) → [1-(2,6-dichloro-4-hydroxy-phenyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine / tetrahydrofuran; H₂O / 12 h

2: NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

3: 8.78 g / TBAF / tetrahydrofuran / 5 h / 20 °C

4: H₂ / Pd/C / ethyl acetate; ethanol / 1 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/ol026182e

Downstream raw materials:

(4R)-N-(tert-butoxycarbonyl)-2,2'-dimethyl-4-[(4-hydroxy)-2,6-dichlorophenyl]-1,3-oxazoline

(1R)-N-(tert-butoxycarbonyl)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-hydroxyethylamine