N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl ester

Base Information

• Chemical Name: N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl ester
• CAS No.: 88130-44-3
• Molecular Formula: C₃₀H₃₉N₇O₈
• Molecular Weight: 625.682

Synonyms:N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl ester

Chemical Property of N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl ester

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Technology Process of N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl ester

There total 3 articles about N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl 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:

DL-α-methylphenylalanine methyl ester hydrochloride (64665-60-7) → N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-Nω-nitro-L-arginine methyl ester (88130-44-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5

2: 96 percent / 2.5 N NaOH / methanol / 25 °C

3: 70 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5

With N-Ethylmaleimide; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;

DOI:10.1021/jm00369a017

Reference yield:

N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanine methyl ester (88105-57-1) → N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-Nω-nitro-L-arginine methyl ester (88130-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / 2.5 N NaOH / methanol / 25 °C

2: 70 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5

With N-Ethylmaleimide; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;

DOI:10.1021/jm00369a017

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-Nω-nitro-L-arginine methyl ester (88130-44-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5

2: 96 percent / 2.5 N NaOH / methanol / 25 °C

3: 70 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5

With N-Ethylmaleimide; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;

DOI:10.1021/jm00369a017

upstream raw materials:

DL-α-methylphenylalanine methyl ester hydrochloride

N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanine methyl ester

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

L-prolyl-DL-α-methylphenylalanyl-L-arginine

N-carbobenzoxy-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine

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