N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester

Base Information

• Chemical Name: N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester
• CAS No.: 90315-69-8
• Molecular Formula: C₄₇H₆₀N₆O₉
• Molecular Weight: 853.028

Synonyms:N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester

Chemical Property of N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester

Chemical Property:

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Technology Process of N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester

There total 5 articles about N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine 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:

N-(benzyloxycarbonyl)isoleucylphenylalanine benzyl ester (85310-51-6) → N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester (90315-69-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / acetic acid, H₂ / Pd black / methanol / Ambient temperature; overnight

2: 70 percent / Et₃N / tetrahydrofuran; H₂O / 24 h / Ambient temperature

3: DCC, HONSu / DMF, -10 deg C, 1 h; r.t., 48 h

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; methanol; water;

DOI:10.1246/bcsj.57.103

Reference yield:

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate (3496-11-5) → N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester (90315-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Et₃N / tetrahydrofuran; H₂O / 24 h / Ambient temperature

2: DCC, HONSu / DMF, -10 deg C, 1 h; r.t., 48 h

With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

DOI:10.1246/bcsj.57.103

Reference yield:

H-Ile-Phe-OH (22951-98-0) → N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester (90315-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Et₃N / tetrahydrofuran; H₂O / 24 h / Ambient temperature

2: DCC, HONSu / DMF, -10 deg C, 1 h; r.t., 48 h

With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

DOI:10.1246/bcsj.57.103

upstream raw materials:

N-(benzyloxycarbonyl)valylisoleucylphenylalanine

N-(t-butoxycarbonyl)prolylprolylglycine benzyl ester

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate

N-tert-butoxycarbonyl-L-prolyl-L-proline

Downstream raw materials:

N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycyl-N^G-nitroarginine benzyl ester

N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine

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