N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid

Base Information

• Chemical Name: N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid
• CAS No.: 546141-57-5
• Molecular Formula: C₅₂H₇₆N₄O₁₃
• Molecular Weight: 965.194
• Mol file: 546141-57-5.mol

Synonyms:N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid

Chemical Property of N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid

Chemical Property:

Purity/Quality:

99.00% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid

There total 14 articles about N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid 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: 90.0%

1-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-methylamino-pentanoyloxy)-3-phenyl-propionyl]-amino}-pentanoyloxy)-propionyl]-amino}-pentanoyloxy)-3-phenyl-propionyl]-azepane-2-carboxylic acid 1-benzyloxycarbonyl-ethyl ester (546141-59-7) → N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid (546141-57-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 3h; under 2327.17 - 2585.74 Torr;

DOI:10.1021/jm020482k

Reference yield:

1-chloro-5-iodopentane (60274-60-4) → N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid (546141-57-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 73 percent / [(CH₃)3Si]2NNa; HMPA / tetrahydrofuran / 2.5 h / -78 - 20 °C

2: 87 percent / CF₃CO₂H / CH₂Cl₂ / 4 h / 25 °C

3: 45 percent / K₂CO₃; KI / acetonitrile / 24 h / Heating

4: 96 percent / PdCl₂; H₂ / tetrahydrofuran; ethanol / 20 h / 2585.74 Torr

5: 60 percent / Et₃N / tetrahydrofuran; H₂O / 16 h / 20 °C

6: 50 percent / DIC; DMAP / CH₂Cl₂ / 16 h / 20 °C

7: 89 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

8: 48 percent / BOP; Et₃N / CH₂Cl₂ / 0 - 20 °C

9: 90 percent / CF₃CO₂H / CH₂Cl₂ / 1.5 h / 25 °C

10: 90 percent / H₂ / Pd/C / ethanol / 3 h / 2327.17 - 2585.74 Torr

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; hydrogen; sodium hexamethyldisilazane; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; dacarbazine; triethylamine; trifluoroacetic acid; potassium iodide; palladium dichloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jm020482k

Reference yield:

(S)-perhydro-2-azepinecarboxylic acid (66865-37-0) → N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid (546141-57-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 60 percent / Et₃N / tetrahydrofuran; H₂O / 16 h / 20 °C

2: 50 percent / DIC; DMAP / CH₂Cl₂ / 16 h / 20 °C

3: 89 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

4: 48 percent / BOP; Et₃N / CH₂Cl₂ / 0 - 20 °C

5: 90 percent / CF₃CO₂H / CH₂Cl₂ / 1.5 h / 25 °C

6: 90 percent / H₂ / Pd/C / ethanol / 3 h / 2327.17 - 2585.74 Torr

With dmap; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; dacarbazine; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/jm020482k

upstream raw materials:

1-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-methylamino-pentanoyloxy)-3-phenyl-propionyl]-amino}-pentanoyloxy)-propionyl]-amino}-pentanoyloxy)-3-phenyl-propionyl]-azepane-2-carboxylic acid 1-benzyloxycarbonyl-ethyl ester

1-chloro-5-iodopentane

(S)-perhydro-2-azepinecarboxylic acid

(2S)-1-(tert-butoxycarbonyl)-2-azepanecarboxylic acid