ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

Base Information

Chemical Name:ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate
CAS No.:1261543-62-7
Molecular Formula:C₄₄H₄₁N₅O₈
Molecular Weight:767.838
Hs Code.:

ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

Synonyms:ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

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Chemical Property of ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

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Technology Process of ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

There total 6 articles about ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate 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:

: 1261543-60-5
benzyl 2-(4-(2-aminophenyl)-1H-indol-3-yl)ethylcarbamate

: 1261543-53-6
C₂₀H₁₉ClN₂O₆

: 1261543-62-7
ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

Guidance literature:: With pyridine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 36h; Inert atmosphere;
DOI:10.1021/ol102678j

Reference yield:

: 1261543-46-7
(S)-ethyl 5-(2-(benzyloxy)ethyl)-2-(1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

: 1261543-62-7
ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 1 h / Reflux

2.1: Jones reagent / acetone / 4 h / 20 °C / Inert atmosphere

3.1: thionyl chloride / 3 h / 20 °C / Inert atmosphere

4.1: pyridine / tetrahydrofuran; dichloromethane / 36 h / 20 °C / Inert atmosphere

With pyridine; Jones reagent; thionyl chloride; boron trichloride; In tetrahydrofuran; dichloromethane; acetone; 2.1: Jones oxidation;
DOI:10.1021/ol102678j

Reference yield:

: 1261543-48-9
(S)-ethyl 2-(1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)-5-(2-hydroxyethyl)oxazole-4-carboxylate

: 1261543-62-7
ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)ethyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: Jones reagent / acetone / 4 h / 20 °C / Inert atmosphere

2: thionyl chloride / 3 h / 20 °C / Inert atmosphere

3: pyridine / tetrahydrofuran; dichloromethane / 36 h / 20 °C / Inert atmosphere

With pyridine; Jones reagent; thionyl chloride; In tetrahydrofuran; dichloromethane; acetone; 1: Jones oxidation;
DOI:10.1021/ol102678j