N^δ-(tert-butyloxycarbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine

Base Information

• Chemical Name: N^δ-(tert-butyloxycarbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine
• CAS No.: 143745-17-9
• Molecular Formula: C₂₇H₃₁F₃N₆O₆
• Molecular Weight: 592.575

Synonyms:N^δ-(tert-butyloxycarbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine

Chemical Property of N^δ-(tert-butyloxycarbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N^δ-(tert-butyloxycarbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine

There total 7 articles about N^δ-(tert-butyloxycarbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine 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:

6-[[4-((S)-4-tert-Butoxycarbonylamino-1-carboxy-butylcarbamoyl)-benzyl]-(2,2,2-trifluoro-acetyl)-amino]-2-isobutoxycarbonylamino-4-oxo-5-trifluoromethyl-4H-quinazoline-3-carboxylic acid isobutyl ester → Nδ-(tert-butyloxycarbonyl)-Nα-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine (143745-17-9)

Guidance literature:

With ammonium hydroxide; In ethanol; for 1.5h; Yield given; Ambient temperature;

DOI:10.1021/jm00100a013

Reference yield:

Methyl 4-(bromomethyl)benzoate (2417-72-3) → Nδ-(tert-butyloxycarbonyl)-Nα-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine (143745-17-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 63 percent / CaCO₃ / N,N-dimethyl-acetamide / 20 h / 60 °C

2: 44 percent / 0.5 N aq. NaOH / 18 h / 95 °C

3: 37 percent / 48 h

4: Et₃N / dimethylformamide / 1 h / 0 °C

5: Et₃N / dimethylformamide / 22.5 h / 0 - 20 °C

6: 10percent aq. NH₄OH / ethanol / 1.5 h / Ambient temperature

With ammonium hydroxide; sodium hydroxide; triethylamine; calcium carbonate; In ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1021/jm00100a013

Reference yield:

2,6-diamino-3,4-dihydro-4-oxo-5-(trifluoromethyl)quinazoline (133116-87-7) → Nδ-(tert-butyloxycarbonyl)-Nα-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine (143745-17-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 63 percent / CaCO₃ / N,N-dimethyl-acetamide / 20 h / 60 °C

2: 44 percent / 0.5 N aq. NaOH / 18 h / 95 °C

3: 37 percent / 48 h

4: Et₃N / dimethylformamide / 1 h / 0 °C

5: Et₃N / dimethylformamide / 22.5 h / 0 - 20 °C

6: 10percent aq. NH₄OH / ethanol / 1.5 h / Ambient temperature

With ammonium hydroxide; sodium hydroxide; triethylamine; calcium carbonate; In ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1021/jm00100a013

upstream raw materials:

Methyl 4-(bromomethyl)benzoate

2,6-diamino-3,4-dihydro-4-oxo-5-(trifluoromethyl)quinazoline

5-(trifluoromethyl)-5,8-dideazaisopteroic acid

methyl 5-(trifluoromethyl)-5,8-dideazaisopteroate

Downstream raw materials:

N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine

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