(R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester

Base Information

• Chemical Name: (R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester
• CAS No.: 176729-76-3
• Molecular Formula: C₂₈H₄₂N₄O₁₀
• Molecular Weight: 594.662

Synonyms:(R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester

Chemical Property of (R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester

Chemical Property:

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Technology Process of (R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester

There total 5 articles about (R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester 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:

(R)-2-[((2S,4R)-4-Hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester + (S)-2-[1-(3,5-Dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-succinamic acid → (R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester (176729-76-3)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; Yield given;

DOI:10.1021/ja9529706

Reference yield:

tert-butyl D-alaninate (16367-69-4,21691-50-9,59624-87-2) → (R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester (176729-76-3)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 3 h / Ambient temperature

2: TFA / CH₂Cl₂ / 0.33 h / Ambient temperature

3: HOBt, dicyclohexylcarbodiimide / dimethylformamide / 0 - 20 °C

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja9529706

Reference yield:

(2S,4R)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethyl] ester → (R)-2-[((2S,4R)-1-{(S)-3-Carbamoyl-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionyl}-4-hydroxy-pyrrolidine-2-carbonyl)-amino]-propionic acid tert-butyl ester (176729-76-3)

Guidance literature:

Multi-step reaction with 4 steps

1: N-methylmorpholine / CH₂Cl₂ / 0.17 h / -10 °C

2: CH₂Cl₂ / 3 h / Ambient temperature

3: TFA / CH₂Cl₂ / 0.33 h / Ambient temperature

4: HOBt, dicyclohexylcarbodiimide / dimethylformamide / 0 - 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja9529706

upstream raw materials:

tert-butyl D-alaninate

(2S,4R)-2-((R)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid 1-(3,5-dimethoxy-phenyl)-1-methyl-ethyl ester

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