tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate

Base Information

• Chemical Name: tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate
• CAS No.: 89371-79-9
• Molecular Formula: C₂₉H₃₇N₃O₆
• Molecular Weight: 523.629

Synonyms:tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate

Chemical Property of tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate

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Technology Process of tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate

There total 2 articles about tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate 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: 69.0%

benzyl (2S)-2-amino-4-phenylbutyrate (83080-02-8) + tert-butyl (4S)-1-methyl-3-<(2S)-2-(4-toluenesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate (143996-80-9) → tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate (89371-79-9)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 80 ℃; for 18h;

DOI:10.1248/cpb.40.1619

Reference yield:

benzyl (2S)-2-amino-4-phenylbutyrate (83080-02-8) + tert.-butyl (4S)-1-methyl-3-(2-bromopropionyl)-2-oxo-imidazolidine-4-carboxylate (195828-75-2) → tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate (89460-20-8) + tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate (89371-79-9)

Guidance literature:

With potassium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide;

Reference yield: 93.1%

hydrogen chloride-dioxane + tert-butyl (4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate (89371-79-9) → (4S)-1-methyl-3-{(2R)-2-[N-((1S)-1-benzyloxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid hydrochloride

Guidance literature:

upstream raw materials:

benzyl (2S)-2-amino-4-phenylbutyrate

tert-butyl (4S)-1-methyl-3-<(2S)-2-(4-toluenesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate

tert.-butyl (4S)-1-methyl-3-(2-bromopropionyl)-2-oxo-imidazolidine-4-carboxylate

Downstream raw materials:

(4S)-3-<(2R)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylic acid

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