N-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl ester

Base Information

• Chemical Name: N-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl ester
• CAS No.: 398461-05-7
• Molecular Formula: C₇₀H₈₉N₉O₁₅
• Molecular Weight: 1296.53
• Mol file: 398461-05-7.mol

Synonyms:

Chemical Property of N-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl ester

There total 6 articles about N-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl 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:

n-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine (398460-95-2) + ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl ester trifluoroacetic acid → N-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl ester (398461-05-7)

Guidance literature:

With 4-methyl-morpholine; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 20 ℃; for 72h;

DOI:10.3987/COM-01-9338

Reference yield:

3-O-benzylmaltol (61049-69-2) → N-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl ester (398461-05-7)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. NaOH / ethanol / 96 h / 20 °C

2: 37 percent / dioxane; H₂O / 56 h / 0 - 20 °C

3: 75 percent / N-methylmorpholine; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 72 h / 20 °C

4: 94 percent / aq. NaOH / methanol / 2 h / 20 °C

5: N-methylmorpholine; 1,1'-carbonyldiimidazole / dimethylformamide / 72 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,1'-carbonyldiimidazole; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.3987/COM-01-9338

Reference yield:

L-Lysine hydrochloride (657-27-2,10098-89-2,26124-78-7) → N-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine ethyl ester (398461-05-7)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. NaOH / ethanol / 96 h / 20 °C

2: 37 percent / dioxane; H₂O / 56 h / 0 - 20 °C

3: 75 percent / N-methylmorpholine; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 72 h / 20 °C

4: 94 percent / aq. NaOH / methanol / 2 h / 20 °C

5: N-methylmorpholine; 1,1'-carbonyldiimidazole / dimethylformamide / 72 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,1'-carbonyldiimidazole; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.3987/COM-01-9338

upstream raw materials:

n-tert-butoxycarbonyl-ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-L-norleucylglycine

3-O-benzylmaltol

L-Lysine hydrochloride

ε-(3-benzyloxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)-N-tert-butoxycarbonyl-L-norleucine