N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline benzyl ester

Base Information

• Chemical Name: N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline benzyl ester
• CAS No.: 86099-37-8
• Molecular Formula: C₄₂H₅₉N₅O₈
• Molecular Weight: 761.959

Synonyms:N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline benzyl ester

Chemical Property of N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline benzyl ester

Chemical Property:

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Technology Process of N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline benzyl ester

There total 5 articles about N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline 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:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline benzyl ester (86099-37-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / dicyclohexylcarbodiimide / acetonitrile / 3 h / 0 °C

2: 74 percent / H₂ / Pd / methanol / 48 h / Ambient temperature

3: N-methylmorpholine / tetrahydrofuran; CHCl₃ / 0.17 h / -5 °C

4: tetrahydrofuran; CHCl₃ / Ambient temperature

With 4-methyl-morpholine; hydrogen; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; methanol; chloroform; acetonitrile;

DOI:10.1246/bcsj.56.766

Reference yield:

N-(tert-butyloxycarbonyl)-prolyl-proline benzyl ester (29776-70-3) → N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline benzyl ester (86099-37-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / H₂ / Pd / methanol / 48 h / Ambient temperature

2: N-methylmorpholine / tetrahydrofuran; CHCl₃ / 0.17 h / -5 °C

3: tetrahydrofuran; CHCl₃ / Ambient temperature

With 4-methyl-morpholine; hydrogen; palladium; In tetrahydrofuran; methanol; chloroform;

DOI:10.1246/bcsj.56.766

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → N-(t-butoxycarbonyl)prolylprolylphenylalanylisoleucylvaline benzyl ester (86099-37-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / dicyclohexylcarbodiimide / acetonitrile / 3 h / 0 °C

2: 74 percent / H₂ / Pd / methanol / 48 h / Ambient temperature

3: N-methylmorpholine / tetrahydrofuran; CHCl₃ / 0.17 h / -5 °C

4: tetrahydrofuran; CHCl₃ / Ambient temperature

With 4-methyl-morpholine; hydrogen; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; methanol; chloroform; acetonitrile;

DOI:10.1246/bcsj.56.766

upstream raw materials:

N-(t-butoxycarbonyl)isoleucylvaline benzyl ester

1-(tert-butoxycarbonyl)-L-proline

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

L-valine benzyl ester p-toluenesulfonate salt

Downstream raw materials:

N^α-benzyloxycarbonyl-N^G-nitroarginylglycylprolylprolylphenylalanylisoleucylvaline benzyl ester

Boc-L-Pro-L-Pro-L-Phe-L-Ile-L-Val-OH

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