N-benzyloxycarbonyl-L-tyrosyl-N^ε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl

Base Information

• Chemical Name: N-benzyloxycarbonyl-L-tyrosyl-N^ε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl
• CAS No.: 130967-12-3
• Molecular Formula: C₄₀H₄₉N₇O₁₀
• Molecular Weight: 787.87

Synonyms:N-benzyloxycarbonyl-L-tyrosyl-N^ε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl

Chemical Property of N-benzyloxycarbonyl-L-tyrosyl-N^ε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl

Chemical Property:

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Technology Process of N-benzyloxycarbonyl-L-tyrosyl-N^ε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl

There total 11 articles about N-benzyloxycarbonyl-L-tyrosyl-N^ε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl 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:

Boc-Phe(p-NO2)-OH (33305-77-0) → N-benzyloxycarbonyl-L-tyrosyl-Nε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl (130967-12-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 59 percent / N-ethylmorpholine, dicyclohexylcarbodiimide (DCCI) / CHCl₃ / 24 h / Ambient temperature

2: HCl / dioxane / 2 h / Ambient temperature

3: DCCI, triethylamine / CHCl₃

4: HCl / dioxane / 2 h / Ambient temperature

5: triethylamine, DCCI / CHCl₃ / Ambient temperature

6: 70 percent / KOH / methanol / 4 h / Ambient temperature

7: HCl / dioxane / 4 h / Ambient temperature

8: DPPA / dimethylformamide; dioxane / 24 h / Ambient temperature

9: HBr, acetic acid / 0.5 h / Ambient temperature

10: N-ethylmorpholine / Ambient temperature

With N-ethylmorpholine;; hydrogenchloride; potassium hydroxide; diphenyl-phosphinic acid; hydrogen bromide; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; chloroform; N,N-dimethyl-formamide;

Reference yield:

methyl (L)-leucinate hydrochloride (7517-19-3) → N-benzyloxycarbonyl-L-tyrosyl-Nε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl (130967-12-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 59 percent / N-ethylmorpholine, dicyclohexylcarbodiimide (DCCI) / CHCl₃ / 24 h / Ambient temperature

2: HCl / dioxane / 2 h / Ambient temperature

3: DCCI, triethylamine / CHCl₃

4: HCl / dioxane / 2 h / Ambient temperature

5: triethylamine, DCCI / CHCl₃ / Ambient temperature

6: 70 percent / KOH / methanol / 4 h / Ambient temperature

7: HCl / dioxane / 4 h / Ambient temperature

8: DPPA / dimethylformamide; dioxane / 24 h / Ambient temperature

9: HBr, acetic acid / 0.5 h / Ambient temperature

10: N-ethylmorpholine / Ambient temperature

With N-ethylmorpholine;; hydrogenchloride; potassium hydroxide; diphenyl-phosphinic acid; hydrogen bromide; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; chloroform; N,N-dimethyl-formamide;

Reference yield:

N-t-butyloxycarbonyl-glycyl-L-(4'-nitro)phenylalanyl-L-leucine methyl ester (102039-60-1) → N-benzyloxycarbonyl-L-tyrosyl-Nε-cyclo-D-lysyl-glycyl-(4'-nitro)-phenylalanyl-leucyl (130967-12-3)

Guidance literature:

Multi-step reaction with 7 steps

1: HCl / dioxane / 2 h / Ambient temperature

2: triethylamine, DCCI / CHCl₃ / Ambient temperature

3: 70 percent / KOH / methanol / 4 h / Ambient temperature

4: HCl / dioxane / 4 h / Ambient temperature

5: DPPA / dimethylformamide; dioxane / 24 h / Ambient temperature

6: HBr, acetic acid / 0.5 h / Ambient temperature

7: N-ethylmorpholine / Ambient temperature

With N-ethylmorpholine;; hydrogenchloride; potassium hydroxide; diphenyl-phosphinic acid; hydrogen bromide; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; chloroform; N,N-dimethyl-formamide;

upstream raw materials:

benzyl (S)-(1-hydrazinyl-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)carbamate

Boc-Phe(p-NO₂)-OH

methyl (L)-leucinate hydrochloride

N-t-butyloxycarbonyl-(4'-nitro)-L-phenylalanyl-L-leucine methyl ester

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