(S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide

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Chemical Name:(S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide
CAS No.:1579997-54-8
Molecular Formula:C₂₇H₄₂N₆O₆S
Molecular Weight:578.733
Hs Code.:

Synonyms:(S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide

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Chemical Property of (S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide

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Technology Process of (S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide

There total 7 articles about (S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide 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: 45.0%

: 97-69-8
(S)-acetamidoalanine

: 1579997-53-7
(S)-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)-((3R,4R)-4-tosylamidopiperidin-3-yl)pyrrolidine-2-carboxamide

: 1579997-54-8
(S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide

Guidance literature:: (S)-acetamidoalanine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 1h; Cooling with ice;

(S)-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)-((3R,4R)-4-tosylamidopiperidin-3-yl)pyrrolidine-2-carboxamide; In dichloromethane; at 25 ℃;
DOI:10.1021/jo500237j

Reference yield:

: 1579997-45-7
S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate

: 1579997-54-8
(S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride / water / 4 h / 110 °C / Sealed tube

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 °C

2.2: 25 °C

3.1: palladium 10% on activated carbon; hydrogen / toluene / 30 h / 25 °C / 760.05 Torr

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / Cooling with ice

4.2: 25 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo500237j

Reference yield:

: 3612-20-2
1-phenylmethyl-4-piperidone

: 1579997-54-8
(S)-1-((3R,4R)-1-((S)-2-acetamidopropanoyl)-4-(tosylamidopiperidino-3-yl))-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / 1,2-dichloro-ethane / 0.25 h / Inert atmosphere

1.2: 0.5 h / Inert atmosphere; Molecular sieve

2.1: hydrogenchloride / water / 4 h / 110 °C / Sealed tube

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 °C

3.2: 25 °C

4.1: palladium 10% on activated carbon; hydrogen / toluene / 30 h / 25 °C / 760.05 Torr

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / Cooling with ice

5.2: 25 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo500237j