N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester

Base Information

• Chemical Name: N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester
• CAS No.: 151012-08-7
• Molecular Formula: C₄₇H₆₀N₆O₁₂
• Molecular Weight: 901.026

Synonyms:N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester

Chemical Property of N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester

Chemical Property:

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Technology Process of N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester

There total 8 articles about N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl 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: 93.0%

Nα,Nδ,Nω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl-α-tert-butyl ester (151012-07-6) → Nα,Nδ,Nω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester (151012-08-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jm950803a

Reference yield:

Nα,Nδ,Nω-tris(benzyloxycarbonyl)-L-arginine (14611-34-8) → Nα,Nδ,Nω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester (151012-08-7)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 0.33 h

2: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

3: 89 percent / TFA / CH₂Cl₂ / 0.67 h

4: 1.) HOBT, DCC, 2.) N-methylmorpholine / 1.) CH₂Cl₂, a) -10 deg C, 20 min, b) RT, 20 min, 2.) CH₂Cl₂, overnight

5: 93 percent / TFA / CH₂Cl₂ / 1 h / Ambient temperature

With 4-methyl-morpholine; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm950803a

Reference yield:

N-BOC-N-methylnorleucine (117903-25-0) → Nα,Nδ,Nω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester (151012-08-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) conc. H₂SO₄ / 1.) dioxane, 15 min, 2.) dioxane, 5 h

2: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

3: 89 percent / TFA / CH₂Cl₂ / 0.67 h

4: 1.) HOBT, DCC, 2.) N-methylmorpholine / 1.) CH₂Cl₂, a) -10 deg C, 20 min, b) RT, 20 min, 2.) CH₂Cl₂, overnight

5: 93 percent / TFA / CH₂Cl₂ / 1 h / Ambient temperature

With 4-methyl-morpholine; sulfuric acid; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm950803a

upstream raw materials:

N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl-α-tert-butyl ester

N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginine

N-BOC-N-methylnorleucine

N-methylnorleucine tert-butyl ester

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