N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester

Base Information

• Chemical Name: N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester
• CAS No.: 226545-57-9
• Molecular Formula: C₃₉H₅₆N₄O₈
• Molecular Weight: 708.896

Synonyms:N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester

Chemical Property of N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester

Chemical Property:

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Technology Process of N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester

There total 6 articles about N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine 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: 92.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester hydrochloride → N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester (226545-57-9)

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) → N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester (226545-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

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

3: 92 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; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.563

Reference yield:

BOC-O-benzyl-L-serine (23680-31-1) → N-tert-butoxycarbonyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester (226545-57-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 18 h / Ambient temperature

2: 100 percent / 4 N HCl / dioxane / 1 h / Ambient temperature

3: 89 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

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

5: 92 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; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.563

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

N-tert-butoxycarbonyl-L-leucine

BOC-O-benzyl-L-serine

N-tert-butoxycarbonyl-O-benzyl-L-seryl-L-leucine benzyl ester

Downstream raw materials:

N^α-tert-butoxycarbonyl-L-isoleucyl-L-prolyl-glycyl-L-leucyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester

N^α-tert-butoxycarbonyl-L-prolyl-glycyl-L-leucyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester

N-tert-butoxycarbonylglycyl-L-leucyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester

N-tert-butoxycarbonyl-L-leucyl-L-prolyl-L-leucyl-O-benzyl-L-seryl-L-leucine benzyl ester

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