N--L-alanyl-L-phenylalanylpyrrolidine

Base Information

• Chemical Name: N--L-alanyl-L-phenylalanylpyrrolidine
• CAS No.: 76597-75-6
• Molecular Formula: C₂₅H₂₈ClN₃O₄
• Molecular Weight: 469.968
• Mol file: 76597-75-6.mol

Synonyms:N--L-alanyl-L-phenylalanylpyrrolidine

Chemical Property of N--L-alanyl-L-phenylalanylpyrrolidine

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of N--L-alanyl-L-phenylalanylpyrrolidine

There total 10 articles about N--L-alanyl-L-phenylalanylpyrrolidine 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: 42.0%

3-(chloroacetyl)benzoic acid chloride (76597-79-0) + L-Ala-L-Phe-Pyrr*HCl → N--L-alanyl-L-phenylalanylpyrrolidine (76597-75-6)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jm00136a003

Reference yield:

N-Cbz-L-Phe (1161-13-3) → N--L-alanyl-L-phenylalanylpyrrolidine (76597-75-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate (IBCF) / 1.) ethyl acetate, -35 deg C, 7 min, 2.) ethyl acetate, RT, overnight

2: H₂, 3 N HCl / 5percent Pd/C / methanol / 1 h / 517.1 Torr / Ambient temperature

3: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -40 deg C, 15 s, 2.) THF, RT, overnight

4: 36 percent / H₂, gaseous HCl / 5percent Pd/C / methanol / 0.42 h / 517.1 Torr

5: 42 percent / N-methylmorpholine / CH₂Cl₂ / 3 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00136a003

Reference yield:

((S)-1-Benzyl-2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester (56414-67-6) → N--L-alanyl-L-phenylalanylpyrrolidine (76597-75-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂, 3 N HCl / 5percent Pd/C / methanol / 1 h / 517.1 Torr / Ambient temperature

2: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -40 deg C, 15 s, 2.) THF, RT, overnight

3: 36 percent / H₂, gaseous HCl / 5percent Pd/C / methanol / 0.42 h / 517.1 Torr

4: 42 percent / N-methylmorpholine / CH₂Cl₂ / 3 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00136a003

upstream raw materials:

3-(chloroacetyl)benzoic acid chloride

3-Cyanobenzoic acid

m-cyano-α-diazoacetophenone

N-Cbz-L-Phe

Refernces