(S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid

Base Information

• Chemical Name: (S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid
• CAS No.: 1337570-37-2
• Molecular Formula: C₁₈H₂₅N₃O₄
• Molecular Weight: 347.414

Synonyms:(S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid

Chemical Property of (S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid

Chemical Property:

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Technology Process of (S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid

There total 4 articles about (S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid 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: 48.0%

(S)-benzyl 2-(2-((S)-1-(benzyloxy)-3-methyl-1-oxobutan-2-ylcarbamoyl)-3-methylphenylcarbamoyl)pyrrolidine-1-carboxylate (1337570-18-9) → (S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid (1337570-37-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; water; for 10h; Inert atmosphere;

DOI:10.1021/ol202284n

Reference yield:

5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (20877-81-0) → (S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid (1337570-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / ethyl acetate / 10 h / Reflux; Inert atmosphere

2: pyridine; trichlorophosphate / -10 - -5 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethanol; water / 10 h / Inert atmosphere

With pyridine; palladium 10% on activated carbon; hydrogen; triethylamine; trichlorophosphate; In ethanol; water; ethyl acetate;

DOI:10.1021/ol202284n

Reference yield:

L-valine benzyl ester hydrochloride (2462-34-2) → (S)-3-methyl-2-(2-methyl-6-((S)-pyrrolidine-2-carboxamido)benzamido)butanoic acid (1337570-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / ethyl acetate / 10 h / Reflux; Inert atmosphere

2: pyridine; trichlorophosphate / -10 - -5 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethanol; water / 10 h / Inert atmosphere

With pyridine; palladium 10% on activated carbon; hydrogen; triethylamine; trichlorophosphate; In ethanol; water; ethyl acetate;

DOI:10.1021/ol202284n

upstream raw materials:

(S)-benzyl 2-(2-amino-6-methylbenzamido)-3-methylbutanoate

N-Benzyloxycarbonyl-L-proline

(S)-benzyl 2-(2-((S)-1-(benzyloxy)-3-methyl-1-oxobutan-2-ylcarbamoyl)-3-methylphenylcarbamoyl)pyrrolidine-1-carboxylate

5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

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