(1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime

Base Information

• Chemical Name: (1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime
• CAS No.: 1313396-26-7
• Molecular Formula: C₁₉H₂₁NOSi
• Molecular Weight: 307.467
• Mol file: 1313396-26-7.mol

Synonyms:(1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime

Chemical Property of (1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime

There total 3 articles about (1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime 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%

3-(trimethylsilyl)-1-phenyl-2-propyn-1-one (13829-77-1) + O-benzylhydoxylamine hydrochloride (2687-43-6) → (1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime (1313396-26-7)

Guidance literature:

With pyridine; sodium sulfate; In methanol; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tet.2011.04.083

Reference yield: 79.0%

(Z)-N-(benzyloxy)benzimidoyl bromide + trimethylsilylacetylene (1066-54-2) → (1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime (1313396-26-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In tetrahydrofuran; at 60 ℃; for 4h;

DOI:10.1248/cpb.59.1206

Reference yield:

N-benzyloxy benzamide (3532-25-0) → (1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-(phenylmethyl)oxime (1313396-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: carbon tetrabromide; triphenylphosphine

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine / tetrahydrofuran / 4 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; carbon tetrabromide; triethylamine; triphenylphosphine; In tetrahydrofuran; 2: Sonogashira coupling;

DOI:10.1248/cpb.59.1206

upstream raw materials:

3-(trimethylsilyl)-1-phenyl-2-propyn-1-one

O-benzylhydoxylamine hydrochloride

N-benzyloxy benzamide

trimethylsilylacetylene

Downstream raw materials:

5-(methoxymethyl)-3-phenylisoxazole

acetic acid (3-phenyl-5-isoxazolyl)methyl ester

(1Z)-4-hydroxy-1-phenyl-2-butyn-1-one O-(phenylmethyl)oxime

(1Z)-4-methoxy-1-phenyl-2-butyn-1-one O-(phenylmethyl)oxime