methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate

Base Information

Chemical Name:methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate
CAS No.:233282-00-3
Molecular Formula:C₂₉H₃₁F₃N₄O₇
Molecular Weight:604.583
Hs Code.:

Synonyms:methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate

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Chemical Property of methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate

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Technology Process of methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate

There total 6 articles about methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate 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: 65.0%

: 2237-30-1
m-cyanoaniline

: 233281-99-7
N-{2-methoxycarbonyl-4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]}phenyl-N-(2,2,2-trifluoroacetyl)glycine

: 233282-00-3
methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 17h;
DOI:10.1016/S0968-0896(02)00462-5

Reference yield:

: 1882-72-0
methyl 2-amino-5-hydroxybenzoate

: 233282-00-3
methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate

Guidance literature:: Multi-step reaction with 5 steps

1: 41 percent / PPh₃; DEAD / tetrahydrofuran / 96 h / 20 °C

2: pyridine / 1,2-dichloro-ethane / 3 h / 20 °C

3: 2.42 g / NaH / dimethylformamide / 14 h / 20 °C

4: H₂ / Pd/C / methanol / 3 h / 20 °C / 760 Torr

5: 65 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 17 h / 20 °C

With pyridine; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Mitsunobu condensation;
DOI:10.1016/S0968-0896(02)00462-5

Reference yield:

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 233282-00-3
methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-{[(3-cyanophenyl)carbamoyl]methyl}-N-(2,2,2-trifluoroacetyl)anthranilate

Guidance literature:: Multi-step reaction with 5 steps

1: 41 percent / PPh₃; DEAD / tetrahydrofuran / 96 h / 20 °C

2: pyridine / 1,2-dichloro-ethane / 3 h / 20 °C

3: 2.42 g / NaH / dimethylformamide / 14 h / 20 °C

4: H₂ / Pd/C / methanol / 3 h / 20 °C / 760 Torr

5: 65 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 17 h / 20 °C

With pyridine; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Mitsunobu condensation;
DOI:10.1016/S0968-0896(02)00462-5