ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

Base Information

Chemical Name:ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate
CAS No.:1169411-61-3
Molecular Formula:C₁₉H₁₉NO₅
Molecular Weight:341.364
Hs Code.:

Synonyms:ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

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Chemical Property of ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

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Technology Process of ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

There total 2 articles about ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-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: 77.0%

: 1169411-31-7
ethyl 3-((4-hydroxyphenyl)(4-methoxybenzyl)amino)-3-oxopropanoate

: 1169411-61-3
ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

Guidance literature:: ethyl 3-((4-hydroxyphenyl)(4-methoxybenzyl)amino)-3-oxopropanoate; With dmap; copper(ll) sulfate pentahydrate; In methanol; at 0 ℃; for 0.166667h;

With [bis(acetoxy)iodo]benzene; In methanol; at 0 ℃;
DOI:10.1021/ol901005x

Reference yield:

: 63760-17-8
4-(4-Methoxy-benzylamino)-phenol

: 36239-09-5
ethyl chlorocarbonylacetate

: 1169411-61-3
ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 0 - 20 °C

2: dmap; copper(ll) sulfate pentahydrate; [bis(acetoxy)iodo]benzene / methanol / 0 °C

With pyridine; dmap; copper(ll) sulfate pentahydrate; [bis(acetoxy)iodo]benzene; In methanol; dichloromethane;
DOI:10.1002/adsc.201600554

Reference yield:

: 1169411-61-3
ethyl 1-(4-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

: 108-98-5
thiophenol

: (3R,4S,9R)-ethyl 1-(4-methoxybenzyl)-2,7-dioxo-9-(phenylthio)-1-azaspiro[3.5]non-5-ene-3-carboxylate

: C₂₅H₂₅NO₅S

Guidance literature:: With 3-((3,5-bis(trifluoromethyl)benzyl)amino)-4-(((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione; In 1,4-dioxane; at 13 ℃; for 96h; Overall yield = 72%; Overall yield = 136 mg; stereoselective reaction; Molecular sieve;
DOI:10.1002/adsc.201600554