N^α-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-N^im-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester

Base Information

• Chemical Name: N^α-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-N^im-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester
• CAS No.: 226545-74-0
• Molecular Formula: C₅₉H₇₂N₁₀O₁₄
• Molecular Weight: 1145.28

Synonyms:N^α-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-N^im-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester

Chemical Property of N^α-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-N^im-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-N^im-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester

There total 13 articles about N^α-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-N^im-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl 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: 88.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + L-isoleucyl-glycyl-Nim-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester hydrochloride (775564-76-6) → Nα-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-Nim-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester (226545-74-0)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1248/cpb.47.563

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → Nα-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-Nim-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester (226545-74-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 87 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

2: 100 percent / 4 N HCl / dioxane / Ambient temperature

3: 90 percent / isopropyl amine isopropanol, N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

4: 100 percent / 4 N HCl / dioxane / Ambient temperature

5: 88 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

6: 100 percent / 4 N HCl / dioxane / Ambient temperature

7: 88 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

8: 100 percent / 4 N HCl / dioxane / Ambient temperature

9: 88 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; isopropylamine; isopropyl alcohol; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.563

Reference yield:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → Nα-tert-butoxycarbonyl-L-prolyl-L-isoleucyl-glycyl-Nim-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester (226545-74-0)

Guidance literature:

Multi-step reaction with 11 steps

1: 79 percent / dimethylaminopyridine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 14 h / Ambient temperature

2: 98 percent / 4 N HCl / dioxane / Ambient temperature

3: 87 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

4: 100 percent / 4 N HCl / dioxane / Ambient temperature

5: 90 percent / isopropyl amine isopropanol, N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

6: 100 percent / 4 N HCl / dioxane / Ambient temperature

7: 88 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

8: 100 percent / 4 N HCl / dioxane / Ambient temperature

9: 88 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

10: 100 percent / 4 N HCl / dioxane / Ambient temperature

11: 88 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; isopropylamine; isopropyl alcohol; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.563

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

L-isoleucyl-glycyl-N^im-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester hydrochloride

N-tert-butoxycarbonyl-L-leucine

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

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