3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

Base Information

Chemical Name:3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester
CAS No.:801239-48-5
Molecular Formula:C₄₁H₅₉N₅O₈S
Molecular Weight:782.014
Hs Code.:

3-{2-(5-<i>tert</i>-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid <i>tert</i>-butyl ester

Synonyms:3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

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Chemical Property of 3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

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Technology Process of 3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

There total 8 articles about 3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester 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: 70.0%

: 185563-98-8
3S-3-amino-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid tert-butyl ester

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

: 801239-48-5
3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/jm049666k

Reference yield:

: 18179-39-0
methyl 4-iodosalicylate

: 801239-48-5
3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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

7: 70 percent / EDC; HOBT; NMM / dimethylformamide / 16 h / 20 °C

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction / 2: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1021/jm049666k

Reference yield:

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

: 801239-48-5
3-{2-(5-tert-butoxycarbonylamino-pentyloxy)-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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

7: 70 percent / EDC; HOBT; NMM / dimethylformamide / 16 h / 20 °C

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction / 2: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1021/jm049666k