Cbz-D-Phe-L-Ile-D-(N^δ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph

Base Information

• Chemical Name: Cbz-D-Phe-L-Ile-D-(N^δ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph
• CAS No.: 144073-44-9
• Molecular Formula: C₆₄H₇₅N₇O₁₁
• Molecular Weight: 1118.34
• Mol file: 144073-44-9.mol

Synonyms:Cbz-D-Phe-L-Ile-D-(N^δ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph

Chemical Property of Cbz-D-Phe-L-Ile-D-(N^δ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cbz-D-Phe-L-Ile-D-(N^δ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph

There total 9 articles about Cbz-D-Phe-L-Ile-D-(N^δ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph 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: 76.0%

Cbz-D-Phe (2448-45-5) + H-L-Ile-D-(Nδ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph → Cbz-D-Phe-L-Ile-D-(Nδ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph (144073-44-9)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; Ambient temperature;

DOI:10.1021/jm00099a019

Reference yield:

H-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph → Cbz-D-Phe-L-Ile-D-(Nδ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph (144073-44-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / aq. Na₂CO₃ / CH₂Cl₂ / 2 h / pH 8

2: diethylamine / acetonitrile / Ambient temperature

3: 55 percent / AgCN / toluene / 0.5 h / 80 - 85 °C

4: diethylamine / acetonitrile / Ambient temperature

5: 76 percent / benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluoropfosphate (BOP reagent), N,N-diisopropylethylamine (DIEA) / acetonitrile / Ambient temperature

With silver cyanide; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; acetonitrile;

DOI:10.1021/jm00099a019

Reference yield:

H-D-(Nδ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph → Cbz-D-Phe-L-Ile-D-(Nδ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph (144073-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / AgCN / toluene / 0.5 h / 80 - 85 °C

2: diethylamine / acetonitrile / Ambient temperature

3: 76 percent / benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluoropfosphate (BOP reagent), N,N-diisopropylethylamine (DIEA) / acetonitrile / Ambient temperature

With silver cyanide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; In toluene; acetonitrile;

DOI:10.1021/jm00099a019

upstream raw materials:

Cbz-D-Phe

D-(N^α-Fmoc,N^δ-Cbz)-Piz-Cl

N-<(9-fluorenylmethoxy)carbonyl>-L-pipecolic acid chloride

Fmoc-L-Ile-D-(N^δ-Cbz)Piz-L-Pip-D-(N-Me)Phe-L-Pro-OCH2Ph

Downstream raw materials:

cyclo-