2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester

Base Information

Chemical Name:2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester
CAS No.:146681-86-9
Molecular Formula:C₂₁H₂₄N₂O₃
Molecular Weight:352.433
Hs Code.:

Synonyms:2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester

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Chemical Property of 2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester

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Technology Process of 2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester

There total 5 articles about 2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl 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: 88.0%

: 146681-88-1
2-[3-(2-Dibenzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester

: 146681-86-9
2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In acetic acid; for 1.5h;
DOI:10.1021/jo00058a025

Reference yield:

: 61-54-1
tryptamine

: 146681-86-9
2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / K₂CO₃, KI / dimethylformamide / 24 h / Ambient temperature

2: 88 percent / 40percent aq. NaOH, benzyltriethylammonium chloride / toluene / 4 h / Ambient temperature

3: 1) t-BuLi / 1) THF, pentane, below 5 deg C, 30 min, 2) below -78 deg C, 30 min

4: 88 percent / H₂ / 10percent Pd/C / acetic acid / 1.5 h

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; tert.-butyl lithium; potassium carbonate; potassium iodide; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00058a025

Reference yield:

: 63938-56-7
N_b,N_b-dibenzyltryptamine hydrochloride

: 146681-86-9
2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-2-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 40percent aq. NaOH, benzyltriethylammonium chloride / toluene / 4 h / Ambient temperature

2: 1) t-BuLi / 1) THF, pentane, below 5 deg C, 30 min, 2) below -78 deg C, 30 min

3: 88 percent / H₂ / 10percent Pd/C / acetic acid / 1.5 h

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; tert.-butyl lithium; palladium on activated charcoal; In acetic acid; toluene;
DOI:10.1021/jo00058a025