N^α-benzyloxycarbonyl-N^α-methyl-O-benzyltyrosyl-N^g-tosylarginyl-N^α-methyl-N^g-tosylarginyl-D-leucine benzyl ester

Base Information

• Chemical Name: N^α-benzyloxycarbonyl-N^α-methyl-O-benzyltyrosyl-N^g-tosylarginyl-N^α-methyl-N^g-tosylarginyl-D-leucine benzyl ester
• CAS No.: 205874-82-4
• Molecular Formula: C₆₅H₈₀N₁₀O₁₂S₂
• Molecular Weight: 1257.54

Synonyms:N^α-benzyloxycarbonyl-N^α-methyl-O-benzyltyrosyl-N^g-tosylarginyl-N^α-methyl-N^g-tosylarginyl-D-leucine benzyl ester

Chemical Property of N^α-benzyloxycarbonyl-N^α-methyl-O-benzyltyrosyl-N^g-tosylarginyl-N^α-methyl-N^g-tosylarginyl-D-leucine benzyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of N^α-benzyloxycarbonyl-N^α-methyl-O-benzyltyrosyl-N^g-tosylarginyl-N^α-methyl-N^g-tosylarginyl-D-leucine benzyl ester

There total 3 articles about N^α-benzyloxycarbonyl-N^α-methyl-O-benzyltyrosyl-N^g-tosylarginyl-N^α-methyl-N^g-tosylarginyl-D-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:

N-benzyloxycarbonyl-O-benzyl-L-tyrosine (86827-18-1,92455-53-3,16677-29-5) → Nα-benzyloxycarbonyl-Nα-methyl-O-benzyltyrosyl-Ng-tosylarginyl-Nα-methyl-Ng-tosylarginyl-D-leucine benzyl ester (205874-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78.3 percent / NaH / tetrahydrofuran / 0 - 20 °C

2: 69.0 mg / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 1-hydroxybenzotriazole / dimethylformamide / 0 - 20 °C

With sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Methylation / 2: Acylation;

DOI:10.1246/bcsj.71.699

Reference yield:

Nα-benzyloxycarbonyl-Nα-methyl-O-benzyltyrosine (95015-69-3) + H-Arg(Ts)-MeArg(Ts)-D-Leu-OBzl → Nα-benzyloxycarbonyl-Nα-methyl-O-benzyltyrosyl-Ng-tosylarginyl-Nα-methyl-Ng-tosylarginyl-D-leucine benzyl ester (205874-82-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1246/bcsj.71.699

Reference yield:

Nα-t-butoxycarbonyl-Ng-tosylarginyl-Nα-methyl-Ng-tosylarginyl-D-leucine benzyl ester (205874-78-8) → Nα-benzyloxycarbonyl-Nα-methyl-O-benzyltyrosyl-Ng-tosylarginyl-Nα-methyl-Ng-tosylarginyl-D-leucine benzyl ester (205874-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / CH₂Cl₂ / 20 °C

2: 69.0 mg / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 1-hydroxybenzotriazole / dimethylformamide / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: deprotection / 2: Acylation;

DOI:10.1246/bcsj.71.699

upstream raw materials:

N^α-benzyloxycarbonyl-N^α-methyl-O-benzyltyrosine

N-benzyloxycarbonyl-O-benzyl-L-tyrosine

N^α-t-butoxycarbonyl-N^g-tosylarginyl-N^α-methyl-N^g-tosylarginyl-D-leucine benzyl ester

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