(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide

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Chemical Name:(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide
CAS No.:639457-77-5
Molecular Formula:C₃₅H₄₀N₄O₅S
Molecular Weight:628.792
Hs Code.:

Synonyms:(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide

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Chemical Property of (S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide

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Technology Process of (S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide

There total 9 articles about (S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-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:

: Acetic acid 1-{(S)-2-[((S)-2-acetylamino-4-methyl-pentanoyl)-methyl-amino]-3-phenyl-propionylamino}-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethyl ester

: 639457-77-5
(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide

: 639457-78-6
(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(E)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide

Guidance literature:: With 1,5,7-triaza-bicyclo[4.4.0]dec-5-ene polystyrene resin; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2003.04.005

Reference yield:

: 37553-65-4
Boc-N-Me-Phe-OH

: 639457-77-5
(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 521 mg / HOBt; EDC; DIEA / dimethylformamide / 6 h / 0 - 20 °C

2: TFA / CH₂Cl₂ / 0.5 h / 20 °C

3: HATU; DIEA / dimethylformamide / 6 h / 0 - 20 °C

4: TFA / CH₂Cl₂

5: 158 mg / Et₃N / CH₂Cl₂

6: aq. LiOH / tetrahydrofuran / 1 h

7: Cu(OAc)2; pyridine / tetrahydrofuran / 2 h / 20 °C

8: 62.5 mg / 1,5,7-triaza-bicyclo[4.4.0]dec-5-ene polystyrene resin / CH₂Cl₂ / 1 h / 0 °C

With pyridine; lithium hydroxide; copper diacetate; 1,5,7-triaza-bicyclo[4.4.0]dec-5-ene polystyrene resin; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2003.04.005

Reference yield:

: 141215-69-2,33900-28-6
methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate

: 639457-77-5
(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(Z)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide

Guidance literature:: Multi-step reaction with 10 steps

1: 87 percent / NaOH; NBu₄HSO₄ / CH₂Cl₂ / 1 h / Heating

2: TFA / CH₂Cl₂ / 1 h / 20 °C

3: 521 mg / HOBt; EDC; DIEA / dimethylformamide / 6 h / 0 - 20 °C

4: TFA / CH₂Cl₂ / 0.5 h / 20 °C

5: HATU; DIEA / dimethylformamide / 6 h / 0 - 20 °C

6: TFA / CH₂Cl₂

7: 158 mg / Et₃N / CH₂Cl₂

8: aq. LiOH / tetrahydrofuran / 1 h

9: Cu(OAc)2; pyridine / tetrahydrofuran / 2 h / 20 °C

10: 62.5 mg / 1,5,7-triaza-bicyclo[4.4.0]dec-5-ene polystyrene resin / CH₂Cl₂ / 1 h / 0 °C

With pyridine; lithium hydroxide; sodium hydroxide; copper diacetate; 1,5,7-triaza-bicyclo[4.4.0]dec-5-ene polystyrene resin; tetra(n-butyl)ammonium hydrogensulfate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2003.04.005