(2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

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Chemical Name:(2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide
CAS No.:161708-81-2
Molecular Formula:C₂₅H₂₉F₃N₄O₃
Molecular Weight:490.525
Hs Code.:

Synonyms:(2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

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Chemical Property of (2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

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Technology Process of (2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

There total 4 articles about (2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-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: 85.0%

: 161708-60-7
(2S,3S)-2-Amino-3-methyl-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

: 2285-12-3
o-trifluoromethyl-phenylisocyanate

: 161708-81-2
(2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

Guidance literature:: In tetrahydrofuran; dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1021/jm9803065

Reference yield:

: 61535-47-5,58889-48-8
benzyl (S)-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)carbamate

: 161708-81-2
(2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / 5percent Pd/C / tetrahydrofuran; methanol / 3 h / 760 Torr / Ambient temperature

2: HOBt, WSC / dimethylformamide / 14 h / Ambient temperature

3: H₂ / 5percent Pd/C / tetrahydrofuran; methanol / 3 h / 760 Torr / Ambient temperature

4: 85 percent / CH₂Cl₂; tetrahydrofuran / 1.5 h / Ambient temperature

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9803065

Reference yield:

: 161708-67-4
{(1S,2S)-1-[(S)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butyl}-carbamic acid benzyl ester

: 161708-81-2
(2S,3S)-3-Methyl-2-[3-(2-trifluoromethyl-phenyl)-ureido]-pentanoic acid [(S)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / 5percent Pd/C / tetrahydrofuran; methanol / 3 h / 760 Torr / Ambient temperature

2: 85 percent / CH₂Cl₂; tetrahydrofuran / 1.5 h / Ambient temperature

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm9803065