Fmoc-L-(N^δ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph

Base Information

• Chemical Name: Fmoc-L-(N^δ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph
• CAS No.: 138775-39-0
• Molecular Formula: C₄₇H₅₄N₄O₈
• Molecular Weight: 802.968
• Mol file: 138775-39-0.mol

Synonyms:

Chemical Property of Fmoc-L-(N^δ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Fmoc-L-(N^δ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph

There total 1 articles about Fmoc-L-(N^δ-Boc)Orn-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:

Fmoc-Orn(Boc)-OH (109425-55-0,118476-89-4) + H-D-(N-Me)Phe-L-Pro-OCH2Ph hydrochloride → Fmoc-L-(Nδ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph (138775-39-0)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, 1.5 h, 2.) CH₂Cl₂, 0 deg C, 16 h;

DOI:10.1021/jm00099a019

Reference yield:

Fmoc-L-(Nδ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph (138775-39-0) → H-L-(Nδ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph (138775-40-3)

Guidance literature:

With diethylamine; In acetonitrile; Ambient temperature;

DOI:10.1021/jm00099a019

Reference yield:

Fmoc-L-(Nδ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph (138775-39-0) → cyclo- (127819-92-5)

Guidance literature:

Multi-step reaction with 8 steps

1: diethylamine / acetonitrile / Ambient temperature

2: 86 percent / benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluoropfosphate (BOP reagent), N,N-diisopropylethylamine (DIEA) / acetonitrile / Ambient temperature

3: diethylamine / acetonitrile / Ambient temperature

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

5: diethylamine / acetonitrile / Ambient temperature

6: hydrazine / methanol / 2 h / Ambient temperature

7: 1.) 5N HCl, 2.) isoamyl nitrite, 3.) DIEA

8: 55 percent / 98percent aq. formic acid / 1 h / Ambient temperature

With hydrogenchloride; formic acid; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; hydrazine; isopentyl nitrite; In methanol; acetonitrile;

DOI:10.1021/jm00099a019

upstream raw materials:

Fmoc-Orn(Boc)-OH

Downstream raw materials:

H-L-(N^δ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph

cyclo-

cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro>

H-L-Ile-D-Δ-Piz-L-(N^δ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph

Refernces