benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)carbamate

Base Information

• Chemical Name: benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)carbamate
• CAS No.: 1330579-56-0
• Molecular Formula: C₂₂H₂₂N₂O₃
• Molecular Weight: 362.428
• Mol file: 1330579-56-0.mol

Synonyms:benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)carbamate

Chemical Property of benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)carbamate

There total 1 articles about benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)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:

benzyl (2-(2-formyl-1H-indol-3-yl)ethyl)carbamate + 1-triphenylphosphoranylidene-2-propanone (1439-36-7) → benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)carbamate (1330579-56-0)

Guidance literature:

In toluene; for 10h; Reflux;

DOI:10.3390/molecules26061615

Reference yield: 61.0%

2,2-dimethylethenylboronic acid (14559-88-7) + benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)carbamate (1330579-56-0) → benzyl 2-(2-(2-methyl-6-oxohept-2-en-4-yl)-1H-indol-3-yl)ethylcarbamate (1330579-19-5)

Guidance literature:

With magnesium 2-methylpropan-2-olate; (R)-3,3'-diiodo-2,2'-dihydroxy-1,1'-binaphthyl; In 1,2-dichloro-ethane; at 70 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/ol2020847

Reference yield: 29.0%

benzyl (E)-(2-(2-(3-oxobut-1-en-1-yl)-1H-indol-3-yl)ethyl)carbamate (1330579-56-0) + trans-2-phenylvinylboronic acid (6783-05-7) → benzyl (S,E)-(2-(2-(5-oxo-1-phenylhex-1-en-3-yl)-1H-indol-3-yl)ethyl)carbamate

Guidance literature:

With ammonium carbonate; (R)-3,3'-diiodo-2,2'-dihydroxy-1,1'-binaphthyl; In toluene; at 90 ℃; for 24h; Reagent/catalyst; enantioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.3390/molecules26061615

upstream raw materials:

1-triphenylphosphoranylidene-2-propanone

Downstream raw materials:

benzyl 2-(2-(2-methyl-6-oxohept-2-en-4-yl)-1H-indol-3-yl)ethylcarbamate