cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro>

Base Information

• Chemical Name: cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro>
• CAS No.: 138774-27-3
• Molecular Formula: C₄₅H₆₂N₈O₈
• Molecular Weight: 843.036

Synonyms:cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro>

Chemical Property of cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro>

There total 25 articles about cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro> 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:

(Nδ-Cbz)-D-piperazic acid (72150-21-1) → cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro> (138774-27-3)

Guidance literature:

Multi-step reaction with 11 steps

1: CH₂Cl₂ / 0.5 h / Ambient temperature

2: 1.) N,N-diisopropylethylamine (DIEA) / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, 0 deg C, 1.5 h

3: 88 percent / H₂ / 10percent Pd/C / aq. ethanol / 11 h / 1292.9 Torr

4: pyridine / CH₂Cl₂ / 0.42 h / Ambient temperature

5: pyridine, tert-butyl hypochlorite / CH₂Cl₂ / 1 h / -24 °C

6: 86 percent / benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluoropfosphate (BOP reagent), N,N-diisopropylethylamine (DIEA) / acetonitrile / Ambient temperature

7: diethylamine / acetonitrile / Ambient temperature

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

9: diethylamine / acetonitrile / Ambient temperature

10: hydrazine / methanol / 2 h / Ambient temperature

11: 1.) 5N HCl, 2.) isoamyl nitrite, 3.) DIEA

With pyridine; hydrogenchloride; tert-butylhypochlorite; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; hydrazine; isopentyl nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jm00099a019

Reference yield:

C16H24N2O4Si → cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro> (138774-27-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) N,N-diisopropylethylamine (DIEA) / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, 0 deg C, 1.5 h

2: 88 percent / H₂ / 10percent Pd/C / aq. ethanol / 11 h / 1292.9 Torr

3: pyridine / CH₂Cl₂ / 0.42 h / Ambient temperature

4: pyridine, tert-butyl hypochlorite / CH₂Cl₂ / 1 h / -24 °C

5: 86 percent / benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluoropfosphate (BOP reagent), N,N-diisopropylethylamine (DIEA) / acetonitrile / Ambient temperature

6: diethylamine / acetonitrile / Ambient temperature

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

8: diethylamine / acetonitrile / Ambient temperature

9: hydrazine / methanol / 2 h / Ambient temperature

10: 1.) 5N HCl, 2.) isoamyl nitrite, 3.) DIEA

With pyridine; hydrogenchloride; tert-butylhypochlorite; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; hydrazine; isopentyl nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jm00099a019

Reference yield:

Fmoc-L-Ile-D-(Nδ-Cbz)Piz-OH (138775-34-5) → cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro> (138774-27-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 88 percent / H₂ / 10percent Pd/C / aq. ethanol / 11 h / 1292.9 Torr

2: pyridine / CH₂Cl₂ / 0.42 h / Ambient temperature

3: pyridine, tert-butyl hypochlorite / CH₂Cl₂ / 1 h / -24 °C

4: 86 percent / benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluoropfosphate (BOP reagent), N,N-diisopropylethylamine (DIEA) / acetonitrile / Ambient temperature

5: diethylamine / acetonitrile / Ambient temperature

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

7: diethylamine / acetonitrile / Ambient temperature

8: hydrazine / methanol / 2 h / Ambient temperature

9: 1.) 5N HCl, 2.) isoamyl nitrite, 3.) DIEA

With pyridine; hydrogenchloride; tert-butylhypochlorite; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; hydrazine; isopentyl nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jm00099a019

upstream raw materials:

D-Phe-Ile-D-Δ-Piz-(N^δ-Boc)Orn-N-Me-D-Phe-Pro-NHNH2

H-D-Phe-L-Ile-D-Δ-Piz-L-(N^δ-Boc)Orn-D-(N-Me)Phe-L-Pro-NHNH2

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

Fmoc-Orn(Boc)-OH

Downstream raw materials:

cyclo-

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