4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester
• CAS No.: 461052-27-7
• Molecular Formula: C₂₄H₂₆N₂O₃
• Molecular Weight: 390.482

Synonyms:4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester

Chemical Property of 4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester

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Technology Process of 4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester

There total 2 articles about 4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester 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: 99.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + 2-(N-Benzyloxycarbonylpiperidin-4-yl)ethyl iodide (120426-39-3) → 4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester (461052-27-7)

Guidance literature:

With potassium carbonate; In acetonitrile; for 24h; Heating;

DOI:10.1016/S0223-5234(01)01325-3

Reference yield:

1-(Benzyloxycarbonyl)-4-(2-hydroxyethyl)piperidine (115909-91-6) → 4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester (461052-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / triphenylphosphine; imidazole; iodine / toluene; acetonitrile / 3 h / 20 °C

2: 99 percent / K₂CO₃ / acetonitrile / 24 h / Heating

With 1H-imidazole; iodine; potassium carbonate; triphenylphosphine; In toluene; acetonitrile;

DOI:10.1016/S0223-5234(01)01325-3

Reference yield: 91.0%

ethyl 2-diethoxyphosphorylpropionate (3699-66-9) + 4-[2-(3-formyl-indol-1-yl)-ethyl]-piperidine-1-carboxylic acid benzyl ester (461052-27-7) → benzyl 4-(2-{3-[(E)-3-ethoxy-2-methyl-3-oxo-1-propenyl]-1H-1-indolyl}-ethyl)-1-piperidinecarboxylate (461052-31-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0223-5234(01)01325-3

upstream raw materials:

Indole-3-carboxaldehyde

2-(N-Benzyloxycarbonylpiperidin-4-yl)ethyl iodide

1-(Benzyloxycarbonyl)-4-(2-hydroxyethyl)piperidine

Downstream raw materials:

benzyl 4-(2-{3-[(E)-3-ethoxy-2-methyl-3-oxo-1-propenyl]-1H-1-indolyl}-ethyl)-1-piperidinecarboxylate

benzyl 4-(2-{3-[(E)-3-ethoxy-3-oxo-1-propenyl]-1H-1-indolyl}-ethyl)-1-piperidinecarboxylate

4-{2-[3-((E)-2-Carboxy-vinyl)-indol-1-yl]-ethyl}-piperidine-1-carboxylic acid benzyl ester

4-{2-[3-((E)-2-Carboxy-propenyl)-indol-1-yl]-ethyl}-piperidine-1-carboxylic acid benzyl ester

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