N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole

Base Information

Chemical Name:N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole
CAS No.:220467-34-5
Molecular Formula:C₂₉H₂₇NO₃
Molecular Weight:437.538
Hs Code.:

Synonyms:N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole

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Chemical Property of N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole

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Technology Process of N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole

There total 7 articles about N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole 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: 56.0%

: 3587-60-8
Benzyloxymethyl chloride

: 220467-33-4
N-(benzyloxymethyl)-2-ethenyl-3-(1-hydroxyprop-2-yn-1-yl)indole

: 220467-34-5
N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole

Guidance literature:: N-(benzyloxymethyl)-2-ethenyl-3-(1-hydroxyprop-2-yn-1-yl)indole; With sodium hydride; In tetrahydrofuran; for 0.5h;

Benzyloxymethyl chloride; In tetrahydrofuran; for 1h;
DOI:10.1248/cpb.49.881

Reference yield:

: 5059-30-3
2-chloroindole-3-carboxaldehyde

: 220467-34-5
N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

2.1: 78 percent / Et₄NCl; PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 80 °C

3.1: 84 percent / tetrahydrofuran / 2 h / 0 °C

4.1: NaH / tetrahydrofuran / 0.5 h

4.2: 56 percent / tetrahydrofuran / 1 h

With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; sodium hydride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1248/cpb.49.881

Reference yield:

: 5059-30-3
2-chloroindole-3-carboxaldehyde

: 220467-34-5
N-(benzyloxymethyl)-3-[1-(benzyloxymethyloxy)prop-2-yn-1-yl]-2-ethenylindole

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / K₂CO₃

2: 78 percent / PdCl₂(PPh₃)2, Et₄NCl / dimethylformamide / 80 °C

4: NaH

With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;
DOI:10.1248/cpb.46.1948