(2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide

Base Information

Chemical Name:(2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide
CAS No.:1026657-06-6
Molecular Formula:C₃₄H₃₅N₃O₂
Molecular Weight:517.671
Hs Code.:

Synonyms:(2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide

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Chemical Property of (2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide

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Technology Process of (2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide

There total 7 articles about (2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide 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:

: 82414-26-4
(1H-indol-2-yl)phenylmethanone oxime

: 1026657-06-6
(2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / H₂, conc. HCl / Pd/C / methanol / 18 h / 2585.7 Torr

2: DCC / CH₂Cl₂ / 22 h / Ambient temperature

3: TBAF / tetrahydrofuran / 22 h / 40 - 55 °C

4: TFA / CH₂Cl₂

With hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00041a005

Reference yield:

: ((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{[(1H-indol-2-yl)-phenyl-methyl]-carbamoyl}-5-phenyl-pentyl)-carbamic acid tert-butyl ester

: 1026657-06-6
(2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide

Guidance literature:: With trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm00041a005

Reference yield:

: 98818-41-8
(3R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

: 1026657-06-6
(2R,4S,5S)-5-Amino-2-benzyl-4-hydroxy-6-phenyl-hexanoic acid [(1H-indol-2-yl)-phenyl-methyl]-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 2N LiOH / tetrahydrofuran / 2 h / Ambient temperature

2: imidazole / dimethylformamide / 8 h / 55 °C

3: DCC / CH₂Cl₂ / 22 h / Ambient temperature

4: TBAF / tetrahydrofuran / 22 h / 40 - 55 °C

5: TFA / CH₂Cl₂

With 1H-imidazole; lithium hydroxide; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00041a005