ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)acetyl)-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)acetyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate
CAS No.:1261543-68-3
Molecular Formula:C₄₄H₃₉N₅O₉
Molecular Weight:781.822
Hs Code.:

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

There total 9 articles about ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)acetyl)-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:

: 1261543-65-0
C₄₄H₄₁N₅O₉

: 1261543-68-3
ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)acetyl)-1H-indol-4-yl)phenylamino)-2-oxoethyl)-2-((S)-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)oxazole-4-carboxylate

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1021/ol102678j

Reference yield:

: 1242425-61-1
C₁₇H₁₉ClN₂O₅

: 1261543-68-3
ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)acetyl)-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 7 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

1.3: 2 h / 20 °C / Inert atmosphere

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

2.2: 1 h / Reflux

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

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

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

6.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

7.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / tetrahydrofuran; dimethyl sulfoxide / 5 h / 20 °C / Inert atmosphere

With pyridine; Jones reagent; n-butyllithium; thionyl chloride; water; boron trichloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; acetone; 3.1: Jones oxidation;
DOI:10.1021/ol102678j

Reference yield:

: 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

: 1261543-68-3
ethyl 5-(2-(2-(3-(2-(benzyloxycarbonylamino)acetyl)-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 2 steps

1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / tetrahydrofuran; dimethyl sulfoxide / 5 h / 20 °C / Inert atmosphere

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1021/ol102678j