2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione

Base Information

Chemical Name:2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione
CAS No.:1451076-16-6
Molecular Formula:C₂₃H₂₂N₂O₃
Molecular Weight:374.439
Hs Code.:

Synonyms:2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione

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Chemical Property of 2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione

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Technology Process of 2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione

There total 5 articles about 2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione 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: 74.0%

: C₂₅H₂₆N₂O₃

: 1451076-16-6
2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; for 8h; Inert atmosphere; Reflux;
DOI:10.1016/j.tetlet.2013.07.077

Reference yield:

: 1022169-96-5
2-(4-methoxybenzyl)-3-oxo-2,3-dihydro-1H-isoindole-1-carboxylic acid ethyl ester

: 1451076-16-6
2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / acetonitrile / 24 h / Inert atmosphere; Reflux

2: sodium tetrahydroborate; hydrogenchloride / ethanol / 0 - 5 °C

3: triethylamine; dmap / dichloromethane / 20 °C / Inert atmosphere

4: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 0 - 20 °C / Inert atmosphere

5: Grubbs catalyst first generation / dichloromethane / 8 h / Inert atmosphere; Reflux

With Grubbs catalyst first generation; hydrogenchloride; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; triethylamine; In ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2013.07.077

Reference yield:

: 1451076-20-2
(±)-1'-allyl-2-(4-methoxybenzyl)spiro[isoindoline-1,3'-pyrrolidine]-2',3,5'-trione

: 1451076-16-6
2'-(4-methoxybenzyl)-8,8a-dihydro-2H-spiro[indolizine-1,1'-isoindoline]-3,3'(5H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate; hydrogenchloride / ethanol / 0 - 5 °C

2: triethylamine; dmap / dichloromethane / 20 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 0 - 20 °C / Inert atmosphere

4: Grubbs catalyst first generation / dichloromethane / 8 h / Inert atmosphere; Reflux

With Grubbs catalyst first generation; hydrogenchloride; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; triethylamine; In ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2013.07.077