N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide

Base Information

• Chemical Name: N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide
• CAS No.: 943726-88-3
• Molecular Formula: C₄₃H₅₇N₅O₇
• Molecular Weight: 755.955

Synonyms:N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide

Chemical Property of N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide

Chemical Property:

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Technology Process of N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide

There total 4 articles about N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide 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-Dmt-Pro-OH (928232-30-8) + C22H29N3O2*HCl → Nα-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide (943726-88-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jm061238m

Reference yield:

2'-isopropyl-6'-methyl-L-phenylalanine → Nα-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide (943726-88-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 90.3 percent / triethylamine / dioxane; H₂O / 2 h / 20 °C

2: 93 percent / diisopropylethylamine; benzotriazol-1-yloxytrispyrrolidinophosphonium*PF₆ / dimethylformamide / 4 h / 20 °C

3: HCl / dioxane / 0.5 h / 20 °C

4: 252 mg / diisopropylethylamine; benzotriazol-1-yloxytrispyrrolidinophosphonium*PF₆ / dimethylformamide / 4 h / 20 °C

With hydrogenchloride; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm061238m

Reference yield:

Nα-tert-butyloxycarbonyl-2'-isopropyl-6'-methyl-L-phenylalanine (943726-69-0) → Nα-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide (943726-88-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / diisopropylethylamine; benzotriazol-1-yloxytrispyrrolidinophosphonium*PF₆ / dimethylformamide / 4 h / 20 °C

2: HCl / dioxane / 0.5 h / 20 °C

3: 252 mg / diisopropylethylamine; benzotriazol-1-yloxytrispyrrolidinophosphonium*PF₆ / dimethylformamide / 4 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm061238m

upstream raw materials:

Boc-Dmt-Pro-OH

N^α-tert-butyloxycarbonyl-2'-isopropyl-6'-methyl-L-phenylalanine

N^α-tert-butyloxycarbonyl-2'-isopropyl-6'-methyl-L-phenylalanyl-L-phenylalanylamide

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