(S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide

Base Information

• Chemical Name: (S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide
• CAS No.: 104392-76-9
• Molecular Formula: C₁₇H₂₂N₂O₃Si
• Molecular Weight: 330.459
• Mol file: 104392-76-9.mol

Synonyms:(S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide

Chemical Property of (S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide

There total 2 articles about (S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide 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: 84.0%

(S)-N-<<3-(4-iodophenyl)-2-oxo-5-oxazolidinyl>methyl>acetamide (104392-74-7) + trimethylsilylacetylene (1066-54-2) → (S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide (104392-76-9)

Guidance literature:

With copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; triethylamine; In N,N-dimethyl-formamide; at 45 ℃; for 4.5h;

DOI:10.1021/jm00171a035

Reference yield:

(S)-N-<<3-phenyl-2-oxo-5-oxazolidinyl>methyl>acetamide (96800-17-8) → (S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide (104392-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 24.762 g / I₂, AgOCOCF₃ / CHCl₃; acetonitrile / 18 h

2: 84 percent / bis(triphenylphosphine)palladium(II) chloride, CuI, Et₃N / dimethylformamide / 4.5 h / 45 °C

With copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; iodine; silver trifluoroacetate; triethylamine; In chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00171a035

Reference yield: 63.0%

(S)-N-<<3-<4-<2-(trimethylsilyl)ethynyl>phenyl>2-oxo-5-oxazolidinyl>methyl>acetamide (104392-76-9) → (S)-N-<<3-(4-ethynylphenyl)-2-oxo-5-oxazolidinyl>methyl>acetamide (104392-75-8)

Guidance literature:

With potassium hydroxide; In methanol; at 25 ℃; for 1.5h;

DOI:10.1021/jm00171a035

upstream raw materials:

(S)-N-<<3-(4-iodophenyl)-2-oxo-5-oxazolidinyl>methyl>acetamide

trimethylsilylacetylene

(S)-N-<<3-phenyl-2-oxo-5-oxazolidinyl>methyl>acetamide

Downstream raw materials:

(S)-N-<<3-(4-ethynylphenyl)-2-oxo-5-oxazolidinyl>methyl>acetamide

(S)-N-<<3-(4-ethenylphenyl)-2-oxo-5-oxazolidinyl>methyl>acetamide

N-[(S)-3-(4-Ethyl-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide