3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

Base Information

Chemical Name:3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester
CAS No.:461052-64-2
Molecular Formula:C₂₉H₃₈N₄O₅S
Molecular Weight:554.711
Hs Code.:

3-{2-[1-(3-piperidin-4-yl-propyl)-1<i>H</i>-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

Synonyms:3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

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Chemical Property of 3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

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Technology Process of 3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

There total 6 articles about 3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl 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: 71.0%

: 461052-63-1
benzyl 4-[3-(3-{2-[(3-methoxy-2-{[(4-methyl-phenyl)-sulfonyl]amino}-3-oxopropyl)amino]-2-oxoethyl}-1H-1-indolyl)propyl]-1-piperidinecarboxylate

: 461052-64-2
3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; under 760 Torr;
DOI:10.1016/S0223-5234(01)01325-3

Reference yield:

: 1912-33-0
Indole-3-acetic acid methyl ester

: 461052-64-2
3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / NaH / dimethylformamide / 20 °C

2: 80 percent / aq. LiOH / methanol / 20 °C

3: 70 percent / 4-dimethylaminopyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt / CH₂Cl₂ / 24 h / 20 °C

4: 71 percent / H₂ / 10 percent Pd/C / methanol / 20 °C / 760 Torr

With dmap; lithium hydroxide; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0223-5234(01)01325-3

Reference yield:

: 99198-80-8
benzyl 4-(2-hydroxypropyl)-1-piperidinecarboxylate

: 461052-64-2
3-{2-[1-(3-piperidin-4-yl-propyl)-1H-indol-3-yl]-acetylamino}-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / triphenylphosphine; imidazole; iodine / toluene; acetonitrile / 3 h / 20 °C

2: 55 percent / NaH / dimethylformamide / 20 °C

3: 80 percent / aq. LiOH / methanol / 20 °C

4: 70 percent / 4-dimethylaminopyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt / CH₂Cl₂ / 24 h / 20 °C

5: 71 percent / H₂ / 10 percent Pd/C / methanol / 20 °C / 760 Torr

With 1H-imidazole; dmap; lithium hydroxide; hydrogen; iodine; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0223-5234(01)01325-3