tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

Base Information

Chemical Name:tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate
CAS No.:1289108-77-5
Molecular Formula:C₃₂H₂₉ClN₂O₇
Molecular Weight:589.044
Hs Code.:

Synonyms:tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

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Chemical Property of tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

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Technology Process of tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

There total 7 articles about tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-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:

: 6341-92-0
6-chloroisatin

: tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

: 1289108-77-5
tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / -15 °C

1.2: -15 - 20 °C

2.1: hydrogenchloride; acetic acid; tin(ll) chloride / 1 h / 20 °C / Reflux

3.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.5 h / -40 °C

4.1: 1-(3,5-Bis-trifluoromethyl-phenyl)-3-[(R)-quinolin-4-yl-((2R,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-thiourea / toluene / 10 h / 20 °C

With 1-(3,5-Bis-trifluoromethyl-phenyl)-3-[(R)-quinolin-4-yl-((2R,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-thiourea; hydrogenchloride; ethylmagnesium bromide; sodium hydride; acetic acid; tin(ll) chloride; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/ol200550y

Reference yield:

: 1175713-11-7
tert-butyl 6-chloro-2-oxo-3-phenylindoline-1-carboxylate

: 24249-89-6
ethyl 2-(1,3-dioxoisoindolin-2-yl)acrylate

: tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

: 1289108-77-5
tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

Guidance literature:: With 1-(3,5-Bis-trifluoromethyl-phenyl)-3-[(R)-quinolin-4-yl-((2R,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-thiourea; In toluene; at 20 ℃; for 10h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol200550y

Reference yield:

: 136918-14-4,85-41-6
phthalimide

: tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

: 1289108-77-5
tert-butyl 6-chloro-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxo-3-phenylindoline-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium acetate; acetic acid; triphenylphosphine / toluene / Reflux

2: 1-(3,5-Bis-trifluoromethyl-phenyl)-3-[(R)-quinolin-4-yl-((2R,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-thiourea / toluene / 10 h / 20 °C

With 1-(3,5-Bis-trifluoromethyl-phenyl)-3-[(R)-quinolin-4-yl-((2R,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-thiourea; sodium acetate; acetic acid; triphenylphosphine; In toluene;
DOI:10.1021/ol200550y