(S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl ester
• CAS No.: 198225-13-7
• Molecular Formula: C₁₈H₂₆N₂O₃
• Molecular Weight: 318.416

Synonyms:(S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl ester

Chemical Property of (S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

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Technology Process of (S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl ester

There total 2 articles about (S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl 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: 68.0%

(S)-2-aminobutane (513-49-5) + N-bromoacetyl-(S)-proline benzyl ester (106133-00-0) → (S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl ester (198225-13-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(97)10028-4

Reference yield:

H-Pro-OBzl (41324-66-7) → (S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl ester (198225-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 68 percent / diisopropylethylamine / acetonitrile / 0.5 h / 0 °C

With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(97)10028-4

Reference yield: 93.0%

pivaloyl chloride (3282-30-2) + (S)-1-[2-((S)-sec-Butylamino)-acetyl]-pyrrolidine-2-carboxylic acid benzyl ester (198225-13-7) → (S)-1-{2-[((S)-sec-Butyl)-(2,2-dimethyl-propionyl)-amino]-acetyl}-pyrrolidine-2-carboxylic acid benzyl ester (198225-14-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(97)10028-4

upstream raw materials:

(S)-2-aminobutane

N-bromoacetyl-(S)-proline benzyl ester

H-Pro-OBzl

Downstream raw materials:

(S)-1-{2-[((S)-sec-Butyl)-(2,2-dimethyl-propionyl)-amino]-acetyl}-pyrrolidine-2-carboxylic acid benzyl ester

[Benzyl-((S)-1-{2-[((S)-sec-butyl)-(2,2-dimethyl-propionyl)-amino]-acetyl}-pyrrolidine-2-carbonyl)-amino]-acetic acid

[Benzyl-((S)-1-{2-[((S)-sec-butyl)-(2,2-dimethyl-propionyl)-amino]-acetyl}-pyrrolidine-2-carbonyl)-amino]-acetic acid tert-butyl ester

{[2-({2-[Benzyl-((S)-1-{2-[((S)-sec-butyl)-(2,2-dimethyl-propionyl)-amino]-acetyl}-pyrrolidine-2-carbonyl)-amino]-acetyl}-carbamoylmethyl-amino)-acetyl]-isobutyl-amino}-acetic acid

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