(S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate

Base Information

• Chemical Name: (S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate
• CAS No.: 725270-35-9
• Molecular Formula: C₁₇H₂₄ClNO₃Si
• Molecular Weight: 353.921
• Mol file: 725270-35-9.mol

Synonyms:(S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate

Chemical Property of (S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate

There total 1 articles about (S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate 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:

ethyl cyanoformate (623-49-4) + 4-chlorophenyl triethylsilyl ketone (461051-93-4) → (S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate (725270-35-9) + (R)-(+)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate

Guidance literature:

With (R,R)-(chloro-salen)Al(Oi-Pr) derivative; In toluene; at 45 ℃; for 72h; Title compound not separated from byproducts;

DOI:10.1021/jo049164e

Reference yield:

(S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate (725270-35-9) → (S)-(-)-1-methyl-3-phenyl-3-hydroxyazetidin-2-one (115119-00-1)

Guidance literature:

Multi-step reaction with 4 steps

1: Raney Ni; H₂ / aq. ethanol / 5171.48 Torr

2: MeMgBr / diethyl ether / 0 - 23 °C

3: NaH / tetrahydrofuran / 3 h / -78 °C

4: TBAF / tetrahydrofuran / 0.5 h / 0 °C

With methylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; nickel; sodium hydride; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1002/anie.200353354

Reference yield:

(S)-(-)-ethyl 2-cyano-2-(4-chloro)phenyl-2-triethylsiloxyacetate (725270-35-9) → (S)-(-)-3-phenyl-3-hydroxyazetidin-2-one

Guidance literature:

Multi-step reaction with 3 steps

1: Raney Ni; H₂ / aq. ethanol / 5171.48 Torr

2: MeMgBr / diethyl ether / 0 - 23 °C

3: TBAF / tetrahydrofuran / 0.5 h / 0 °C

With methylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; nickel; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1002/anie.200353354

upstream raw materials:

ethyl cyanoformate

4-chlorophenyl triethylsilyl ketone

Downstream raw materials:

(S)-(-)-1-methyl-3-phenyl-3-hydroxyazetidin-2-one

(S)-(-)-3-phenyl-3-triethylsilyloxyazetidin-2-one

(S)-1-methyl-3-phenyl-3-triethylsilyloxyazetidin-2-one