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

Base Information

• Chemical Name: N^δ-(tert-butyloxycrbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazpteroyl>-L-ornithine
• CAS No.: 143745-14-6
• Molecular Formula: 3C₂HF₃O₂*4C₂₇H₃₁F₃N₆O₆*3H₃N
• Molecular Weight: 2763.46

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

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

Chemical Property:

Purity/Quality:

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

There total 8 articles about N^δ-(tert-butyloxycrbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazpteroyl>-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:

tert-butyl 4-aminobenzoate (18144-47-3) → Nδ-(tert-butyloxycrbonyl)-Nα-<5-(trifluoromethyl)-5,8-dideazpteroyl>-L-ornithine (143745-14-6)

Guidance literature:

Multi-step reaction with 7 steps

1: AcOH / H₂O / 0.25 h / Ambient temperature

2: H₂ / Raney Ni / acetic acid; H₂O / 45 h

3: 86 percent / CF₃COOH / 3 h / Ambient temperature

4: 78 percent / 48 h

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

6: Et₃N / dimethylformamide / 22 h / 0 - 20 °C

7: 10percent aq. NH₄OH / ethanol / 2 h / Ambient temperature

With ammonium hydroxide; hydrogen; acetic acid; triethylamine; trifluoroacetic acid; nickel; In ethanol; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00100a013

Reference yield:

2-amino-6-cyano-3,4-dihydro-4-oxo-5-(trifluoromethyl)quinazoline (133116-88-8) → Nδ-(tert-butyloxycrbonyl)-Nα-<5-(trifluoromethyl)-5,8-dideazpteroyl>-L-ornithine (143745-14-6)

Guidance literature:

Multi-step reaction with 7 steps

1: AcOH / H₂O / 0.25 h / Ambient temperature

2: H₂ / Raney Ni / acetic acid; H₂O / 45 h

3: 86 percent / CF₃COOH / 3 h / Ambient temperature

4: 78 percent / 48 h

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

6: Et₃N / dimethylformamide / 22 h / 0 - 20 °C

7: 10percent aq. NH₄OH / ethanol / 2 h / Ambient temperature

With ammonium hydroxide; hydrogen; acetic acid; triethylamine; trifluoroacetic acid; nickel; In ethanol; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00100a013

Reference yield:

4-[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazoline-6-carboximidoyl)-amino]-benzoic acid tert-butyl ester → Nδ-(tert-butyloxycrbonyl)-Nα-<5-(trifluoromethyl)-5,8-dideazpteroyl>-L-ornithine (143745-14-6)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Raney Ni / acetic acid; H₂O / 45 h

2: 86 percent / CF₃COOH / 3 h / Ambient temperature

3: 78 percent / 48 h

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

5: Et₃N / dimethylformamide / 22 h / 0 - 20 °C

6: 10percent aq. NH₄OH / ethanol / 2 h / Ambient temperature

With ammonium hydroxide; hydrogen; triethylamine; trifluoroacetic acid; nickel; In ethanol; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00100a013

upstream raw materials:

tert-butyl 4-aminobenzoate

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

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

tert-butyl 5-(trifluoromethyl)-5,8-dideazapteroate

Downstream raw materials:

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

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