(S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

Base Information

Chemical Name:(S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid
CAS No.:133148-96-6
Molecular Formula:C₂₀H₁₇F₃N₂O₄
Molecular Weight:406.361
Hs Code.:

Synonyms:(S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

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Chemical Property of (S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

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Technology Process of (S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

There total 2 articles about (S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid 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: 21.0%

: (S)-3-(2,3-Dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

: 98-88-4
benzoyl chloride

: 133148-96-6
(S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

: 133148-95-5
(S)-3-((R)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

Guidance literature:: Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(00)97304-0

Reference yield:

: 363-39-3
(S)-3-(1H-indol-3-yl)-2-(2,2,2-trifluoroacetamido)propanoic acid

: 133148-96-6
(S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / PtO₂ / trifluoroacetic acid; H₂O / 2 h / 25 °C / 517.1 Torr

2: NaHCO₃ / H₂O / 0.5 h

With hydrogen; sodium hydrogencarbonate; platinum(IV) oxide; In water; trifluoroacetic acid;
DOI:10.1021/jo971256z

Reference yield:

: 133148-96-6
(S)-3-((S)-1-Benzoyl-2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

: 133148-99-9
N-((2aR,4S)-1-Benzoyl-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1) (COCl)2, DMF 2) AlCl₃ / 1) CH₂Cl₂, -5 deg C 2) -5 deg C

2: AlCl₃ / 25 °C

3: 90 percent / NaBH₄ / methanol; tetrahydrofuran / 0 °C

4: 85 percent / (CF₃CO)2O, H₂ / 10percent Pd/C / tetrahydrofuran / 2585.7 Torr

With sodium tetrahydroborate; aluminium trichloride; oxalyl dichloride; hydrogen; N,N-dimethyl-formamide; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)97304-0