2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

Base Information

Chemical Name:2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid
CAS No.:801240-06-2
Molecular Formula:C₂₅H₃₅N₃O₅
Molecular Weight:457.57
Hs Code.:

2-(5-<i>tert</i>-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

Synonyms:2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

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Chemical Property of 2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

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Technology Process of 2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

There total 7 articles about 2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid 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:

: 18179-39-0
methyl 4-iodosalicylate

: 801240-06-2
2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: PPh₃; DIAD / CH₂Cl₂ / 16 h / 0 - 20 °C

2: 94 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / various solvent(s)

3: 91 percent / K₂CO₃ / methanol / 2 h / 20 °C

4: 81 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / various solvent(s) / 16 h / 90 °C

5: 87 percent / H₂ / Pd/C / ethanol / 16 h

6: aq. NaON / tetrahydrofuran; methanol / 16 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Mitsunobu reaction / 2: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1021/jm049666k

Reference yield:

: 75178-90-4
N-(tert-butyloxycarbonyl)-5-aminopentanol

: 801240-06-2
2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: PPh₃; DIAD / CH₂Cl₂ / 16 h / 0 - 20 °C

2: 94 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / various solvent(s)

3: 91 percent / K₂CO₃ / methanol / 2 h / 20 °C

4: 81 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / various solvent(s) / 16 h / 90 °C

5: 87 percent / H₂ / Pd/C / ethanol / 16 h

6: aq. NaON / tetrahydrofuran; methanol / 16 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Mitsunobu reaction / 2: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1021/jm049666k

Reference yield:

: 801240-07-3
2-(5-tert-butoxycarbonylamino-pentyloxy)-4-iodo-benzoic acid methyl ester

: 801240-06-2
2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / various solvent(s)

2: 91 percent / K₂CO₃ / methanol / 2 h / 20 °C

3: 81 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / various solvent(s) / 16 h / 90 °C

4: 87 percent / H₂ / Pd/C / ethanol / 16 h

5: aq. NaON / tetrahydrofuran; methanol / 16 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1: Sonogashira coupling / 3: Sonogashira coupling;
DOI:10.1021/jm049666k