ethyl benzyl(oct-1-yn-1-yl)carbamate

Base Information

• Chemical Name: ethyl benzyl(oct-1-yn-1-yl)carbamate
• CAS No.: 867157-12-8
• Molecular Formula: C₁₈H₂₅NO₂
• Molecular Weight: 287.402
• Mol file: 867157-12-8.mol

Synonyms:ethyl benzyl(oct-1-yn-1-yl)carbamate

Chemical Property of ethyl benzyl(oct-1-yn-1-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of ethyl benzyl(oct-1-yn-1-yl)carbamate

There total 1 articles about ethyl benzyl(oct-1-yn-1-yl)carbamate 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: 37.0%

1-iodooct-1-yne (81438-46-2) + ethyl N-benzylcarbamate (2621-78-5) → ethyl benzyl(oct-1-yn-1-yl)carbamate (867157-12-8)

Guidance literature:

ethyl N-benzylcarbamate; With pyridine; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.166667h; Inert atmosphere;

With copper(l) iodide; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 2h; Inert atmosphere;

1-iodooct-1-yne; In tetrahydrofuran; toluene; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.tet.2018.10.042

Reference yield: 99.0%

ethyl benzyl(oct-1-yn-1-yl)carbamate (867157-12-8) + ethyl Phenylphosphinate (172487-18-2,2511-09-3) → ethyl (E)-benzyl(2-(ethoxy(phenyl)phosphoryl)oct-1-en-1-yl)carbamate

Guidance literature:

With triphenylphosphine; nickel dibromide; In toluene; for 2h; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2018.10.042

Reference yield: 94.0%

n-butyl magnesium bromide (693-03-8) + ethyl benzyl(oct-1-yn-1-yl)carbamate (867157-12-8) → (Z)-ethyl benzyl(2-butyloct-1-en-1-yl)carbamate (1448432-12-9)

Guidance literature:

n-butyl magnesium bromide; With CuBr*C₃H₆S; In diethyl ether; at -60 - -20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

ethyl benzyl(oct-1-yn-1-yl)carbamate; In diethyl ether; at -50 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

With ammonium hydroxide; ammonium chloride; In water; at 20 ℃; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.3762/bjoc.9.57

upstream raw materials:

1-iodooct-1-yne

ethyl N-benzylcarbamate

Downstream raw materials:

(Z)-ethyl benzyl(2-butyloct-1-en-1-yl)carbamate

(Z)-ethyl benzyl(2-methyloct-1-en-1-yl)carbamate