5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-amide

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Chemical Name:5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-amide
CAS No.:917354-59-7
Molecular Formula:C₂₅H₂₉F₃N₄O₃S
Molecular Weight:522.591
Hs Code.:

5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-amide

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Chemical Property of 5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-amide

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Technology Process of 5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-amide

There total 7 articles about 5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-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:

: 169750-00-9
(S)-1-benzyl-3-[[N-(t-butoxycarbonyl)]-N-methylamino]pyrrolidine

: 917354-59-7
5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / ammonium formate / Pd/C / ethanol / 2 h / Heating

2: 68 percent / TEA / tetrahydrofuran / 2 h / 0 - 20 °C

3: 66 percent / TEA / dimethylformamide / 2.5 h / 90 °C

4: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

5: EDCI; HOBt; TEA / CH₂Cl₂ / 16 h / 20 °C

With TEA; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.06.049

Reference yield:

: 400045-36-5,115445-23-3
N-(1-benzyl-pyrrolidin-3-yl)-2,2,2-trifluoro-acetamide

: 917354-59-7
5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / ammonium formate / Pd/C / ethanol / 2 h / Heating

2: 66 percent / TEA / dimethylformamide / 2.5 h / 90 °C

3: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

4: EDCI; HOBt; TEA / CH₂Cl₂ / 16 h / 20 °C

With TEA; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.06.049

Reference yield:

: 169749-99-9
(3S)-(-)-1-benzyl-3-(methylamino)pyrrolidine

: 917354-59-7
5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / TEA / CH₂Cl₂ / 2 h / 20 °C

2: 76 percent / ammonium formate / Pd/C / ethanol / 2 h / Heating

3: 68 percent / TEA / tetrahydrofuran / 2 h / 0 - 20 °C

4: 66 percent / TEA / dimethylformamide / 2.5 h / 90 °C

5: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

6: EDCI; HOBt; TEA / CH₂Cl₂ / 16 h / 20 °C

With TEA; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.06.049