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

Base Information

Chemical Name:N-((2aR,4S,5S)-1-Benzoyl-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide
CAS No.:133148-98-8
Molecular Formula:C₂₀H₁₇F₃N₂O₃
Molecular Weight:390.362
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-((2aR,4S,5S)-1-Benzoyl-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide

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Technology Process of N-((2aR,4S,5S)-1-Benzoyl-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide

There total 14 articles about N-((2aR,4S,5S)-1-Benzoyl-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide 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: 90.0%

: 133148-97-7
N-((2aR,4S)-1-Benzoyl-5-oxo-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide

: 133148-98-8,133268-17-4
N-((2aR,5S)-1-Benzoyl-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃;
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

: 133148-98-8
N-((2aR,4S,5S)-1-Benzoyl-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 5 steps

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

2: NaHCO₃ / H₂O / 0.5 h

3: (COCl)2 / dimethylformamide; CH₂Cl₂ / 1 h / -5 °C

4: 69 percent / AlCl₃ / CH₂Cl₂ / 22 h / -10 - 20 °C

5: NaBH₄ / methanol; tetrahydrofuran / 1 h / 0 °C

With sodium tetrahydroborate; aluminium trichloride; oxalyl dichloride; hydrogen; sodium hydrogencarbonate; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1021/jo971256z

Reference yield:

: 133148-97-7
N-((2aR,4S)-1-Benzoyl-5-oxo-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide

: 133148-98-8
N-((2aR,4S,5S)-1-Benzoyl-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-4-yl)-2,2,2-trifluoro-acetamide

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

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 1h; Yield given. Yields of byproduct given;
DOI:10.1021/jo971256z