(R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol

Base Information

• Chemical Name: (R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol
• CAS No.: 874911-71-4
• Molecular Formula: C₁₄H₁₈OSi
• Molecular Weight: 230.382
• Mol file: 874911-71-4.mol

Synonyms:(R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol

Chemical Property of (R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol

There total 2 articles about (R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol 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: 86.0%

(E)-3-phenylpropenal (14371-10-9) + trimethylsilylacetylene (1066-54-2) → (R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol (874911-71-4)

Guidance literature:

trimethylsilylacetylene; With diethylzinc; (S)-[1,1']-binaphthalenyl-2,2'-diol; N-cyclohexyl-cyclohexanamine; In diethyl ether; at 20 ℃; for 48h; Inert atmosphere;

(E)-3-phenylpropenal; With titanium(IV)isopropoxide; In diethyl ether; at 20 ℃; for 4h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo3026065

Reference yield:

(E)-3-phenylpropenal (14371-10-9) + trimethylsilylacetylene (1066-54-2) → (R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol (874911-71-4) + (E)-1-phenyl-5-trimethylsilanylpent-1-en-4-yn-3-ol

Guidance literature:

trimethylsilylacetylene; With diethylzinc; N-ethyl-N,N-diisopropylamine; (S)-2-(p-toluenesulfonylamino)-1,1-diethyl-3-phenyl-1-propanol; In hexane; toluene; at 42 ℃; for 12h; Inert atmosphere;

With titanium(IV) isopropylate; In hexane; toluene; at 20 ℃; for 1h; Inert atmosphere;

(E)-3-phenylpropenal; In hexane; toluene; at 10 ℃; for 24h; Overall yield = 58 %; Overall yield = 133.5 mg; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201800751

Reference yield:

4-azidobenzonitrile (18523-41-6) + (R,E)-1-phenyl-5-(trimethylsilyl)pent-1-en-4-yn-3-ol (874911-71-4) → (R,E)-4-(4-(1-hydroxy-3-phenylallyl)-1H-1,2,3-triazol-1-yl)benzonitrile + (E)-4-(4-(1-hydroxy-3-phenylallyl)-1H-1,2,3-triazol-1-yl)benzonitrile

Guidance literature:

With copper (II)-fluoride; In methanol; at 55 ℃; for 0.5h; Overall yield = 50 %; Overall yield = 45.8 mg; enantioselective reaction; Microwave irradiation;

DOI:10.1002/ejoc.201800751

upstream raw materials:

(E)-3-phenylpropenal

trimethylsilylacetylene