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

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Chemical Name:(S)-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)-1-((3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl)pyrrolidine-2-carboxamide
CAS No.:1579997-52-6
Molecular Formula:C₂₉H₄₁N₅O₄S
Molecular Weight:555.742
Hs Code.:

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

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

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

There total 4 articles about (S)-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)-1-((3R,4R)-1-benzyl-4-tosylamidopiperidin-3-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: 73.0%

: 4540-60-7,20108-78-5
L-valinamide

: 1579997-51-5
(S)-1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylic acid hydrochloride

: 1579997-52-6
(S)-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)-1-((3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl)pyrrolidine-2-carboxamide

Guidance literature:: (S)-1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylic acid hydrochloride; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 1h;

L-valinamide; With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 25 ℃;
DOI:10.1021/jo500237j

Reference yield:

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

: 1579997-52-6
(S)-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)-1-((3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jo500237j

Reference yield:

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

: 1579997-52-6
(S)-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)-1-((3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 2 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

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo500237j