N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine

Base Information

• Chemical Name: N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine
• CAS No.: 1379538-65-4
• Molecular Formula: C₁₆H₁₈FNO₂
• Molecular Weight: 275.323
• Mol file: 1379538-65-4.mol

Synonyms:N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine

Chemical Property of N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine

There total 1 articles about N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine 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: 52.0%

N-tert-butoxycarbonylprop-2-en-1-amine (78888-18-3) + 1-(bromoethynyl)-4-fluorobenzene (95895-33-3) → N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine (1379538-65-4)

Guidance literature:

With potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; In toluene; for 48h; Inert atmosphere; Reflux;

DOI:10.1021/ja303002a

Reference yield: 100.0%

N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine (1379538-65-4) → N-tert-butoxycarbonyl-3-(4-fluorophenyl)-1,4-dihydropyridine (1379538-47-2)

Guidance literature:

N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ja303002a

Reference yield: 78.0%

N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine (1379538-65-4) → 3-(4-fluorophenyl)pyridine (85589-65-7)

Guidance literature:

N-allyl-N-tert-butoxycarbonyl-(4-fluorophenyl)ethynylamine; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With o-tetrachloroquinone; In tetrahydrofuran; acetic acid; Inert atmosphere;

DOI:10.3762/bjoc.8.250

upstream raw materials:

N-tert-butoxycarbonylprop-2-en-1-amine

1-(bromoethynyl)-4-fluorobenzene

Downstream raw materials:

N-tert-butoxycarbonyl-3-(4-fluorophenyl)-1,4-dihydropyridine

3-(4-fluorophenyl)pyridine

Refernces

• 1、 Gati, Wafa,Rammah, Mohamed M.,Rammah, Mohamed B.,Evano, Gwilherm. "Intramolecular carbolithiation of N-allyl-ynamides: An efficient entry to 1,4-dihydropyridines and pyridines - Application to a formal synthesis of sarizotan". . p. 2214 - 2222. Retrieved 2013/02/23.