N^α-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide

Base Information

• Chemical Name: N^α-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide
• CAS No.: 220052-62-0
• Molecular Formula: C₁₉H₂₈N₂O₃
• Molecular Weight: 332.443
• Mol file: 220052-62-0.mol

Synonyms:N^α-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide

Chemical Property of N^α-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide

There total 4 articles about N^α-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide 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: 93.0%

Nα-tert-butoxycarbonyl-L-phenylalanine (2S)-iodomethylpyrrolidinyl amide (220052-61-9) → Nα-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide (220052-62-0)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; ethyl acetate; for 1.16667h; under 760 Torr;

DOI:10.1016/S0968-0896(98)00162-X

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → Nα-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide (220052-62-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluorobirate / dimethylformamide / 5 h / Ambient temperature

2: 64 percent / iodine, triphenylphosphine, imidazole / toluene / 1.5 h / Ambient temperature

3: 93 percent / hydrogen, triethylamine / 10 percent Pd/C / ethyl acetate; ethanol / 1.17 h / 760 Torr

With 1H-imidazole; hydrogen; iodine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; triphenylphosphine; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0968-0896(98)00162-X

Reference yield:

Nα-tert-butoxycarbonyl-L-phenylalanine (2S)-hydroxymethylpyrrolidinyl amide (182815-41-4) → Nα-tert-butoxycarbonyl-L-phenylalanine (2R)-methylpyrrolidinyl amide (220052-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / iodine, triphenylphosphine, imidazole / toluene / 1.5 h / Ambient temperature

2: 93 percent / hydrogen, triethylamine / 10 percent Pd/C / ethyl acetate; ethanol / 1.17 h / 760 Torr

With 1H-imidazole; hydrogen; iodine; triethylamine; triphenylphosphine; palladium on activated charcoal; In ethanol; ethyl acetate; toluene;

DOI:10.1016/S0968-0896(98)00162-X

upstream raw materials:

N^α-tert-butoxycarbonyl-L-phenylalanine (2S)-iodomethylpyrrolidinyl amide

N-tert-butoxycarbonyl-L-phenylalanine

N^α-tert-butoxycarbonyl-L-phenylalanine (2S)-hydroxymethylpyrrolidinyl amide

(S)-1-Pyrrolidin-2-yl-methanol

Downstream raw materials:

N^α-9-fluorenylmethoxycarbonyl-L-methionyl-L-threonyl-L-methionyl-L-valyl-L-leucyl-L-seryl-L-phenylalanine (2R)-methylpyrrolidinyl amide