N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

Base Information

• Chemical Name: N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester
• CAS No.: 107941-95-7
• Molecular Formula: C₃₈H₅₇N₅O₇
• Molecular Weight: 695.9
• Mol file: 107941-95-7.mol

Synonyms:N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

Chemical Property of N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

There total 11 articles about N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl 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: 36.8%

1-pentyl tosylate (4450-76-4) + O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester (107941-86-6) → N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester (107941-95-7) + N,N-dipentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester (107941-92-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; for 4h; Heating;

DOI:10.1021/jm00390a005

Reference yield:

N-Cbz-L-Phe (1161-13-3) → N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester (107941-95-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, 2.) THF, DMF

2: ammonium formate / 10percent Pd/C / methanol

3: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, 2.) THF, DMF

4: 91.9 percent / ammonium formate, H₂ / 10percent Pd/C / methanol / 0.67 h

5: 38.7 percent / N,N-diisopropylethylamine / toluene / 4 h / Heating

With 4-methyl-morpholine; hydrogen; ammonium formate; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In methanol; toluene;

DOI:10.1021/jm00390a005

Reference yield:

Cbz-L-Phe-L-Leu-OMe (3850-45-1) → N-pentyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester (107941-95-7)

Guidance literature:

Multi-step reaction with 4 steps

1: ammonium formate / 10percent Pd/C / methanol

2: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, 2.) THF, DMF

3: 91.9 percent / ammonium formate, H₂ / 10percent Pd/C / methanol / 0.67 h

4: 38.7 percent / N,N-diisopropylethylamine / toluene / 4 h / Heating

With 4-methyl-morpholine; hydrogen; ammonium formate; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In methanol; toluene;

DOI:10.1021/jm00390a005

upstream raw materials:

1-pentyl tosylate

O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

N-Cbz-L-Phe

Cbz-L-Phe-L-Leu-OMe