(R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide

Base Information

Chemical Name:(R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide
CAS No.:207690-60-6
Molecular Formula:C₂₁H₂₅N₃O₂
Molecular Weight:351.448
Hs Code.:

Synonyms:(R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide

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Chemical Property of (R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide

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Technology Process of (R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide

There total 6 articles about (R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide 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: 100.0%

: [(R)-1-[(2-Hydroxy-ethyl)-((S)-1-phenyl-ethyl)-carbamoyl]-2-(1H-indol-3-yl)-ethyl]-carbamic acid benzyl ester

: 207690-60-6
(R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; for 1h; under 2585.7 Torr; Ambient temperature;
DOI:10.1016/S0040-4020(98)00092-1

Reference yield:

: 2627-86-3
(S)-1-phenyl-ethylamine

: 207690-60-6
(R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 81 percent / LAH / tetrahydrofuran / 64 h

3: 89 percent / imidazole / dimethylformamide / 64 h / Ambient temperature

4: 59 percent / HBTU, diisopropylethylamine / dimethylformamide

5: 88 percent / TBAF / tetrahydrofuran / 2 h

6: 100 percent / H₂ / Pd(OH)2/C / methanol / 1 h / 2585.7 Torr / Ambient temperature

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00092-1

Reference yield:

: 6623-43-4,80548-31-8,66849-29-4
(S)-(-)-N-(2-hydroxyethyl)-α-methylbenzylamine

: 207690-60-6
(R)-2-Amino-N-(2-hydroxy-ethyl)-3-(1H-indol-3-yl)-N-((S)-1-phenyl-ethyl)-propionamide

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / imidazole / dimethylformamide / 64 h / Ambient temperature

2: 59 percent / HBTU, diisopropylethylamine / dimethylformamide

3: 88 percent / TBAF / tetrahydrofuran / 2 h

4: 100 percent / H₂ / Pd(OH)2/C / methanol / 1 h / 2585.7 Torr / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00092-1