(+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione

Base Information

Chemical Name:(+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione
CAS No.:1243210-42-5
Molecular Formula:C₂₀H₁₉NO₅
Molecular Weight:353.375
Hs Code.:

Synonyms:(+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione

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Chemical Property of (+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione

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Technology Process of (+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione

There total 2 articles about (+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,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: 58.0%

: 1243210-41-4
(+/-)-2-(6-hydroxy-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl)-2-(4-methoxybenzyloxy)but-3-enoic acid

: 1243210-42-5
(+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tet.2010.06.003

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 1243210-42-5
(+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: rhodium(II) acetate / toluene / 1 h / 100 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: caesium carbonate; sodium iodide / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

4.1: 1,1,1,3,3,3-hexamethyl-disilazane / chlorobenzene / 14 h / Inert atmosphere; Reflux

5.1: hydrogenchloride / ethanol; water / 2 h / 20 °C

6.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere

7.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 20 °C / Inert atmosphere

With rhodium(II) acetate; hydrogenchloride; dmap; water; sodium hydride; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; chlorobenzene; toluene; 4.1: Claisen rearrangement;
DOI:10.1016/j.tet.2010.06.003

Reference yield: 100.0%

: 1243210-42-5
(+/-)-3-(4-methoxybenzyloxy)-3-vinyl-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione

: 1243210-36-7
(+/-)-3-ethyl 3-(4-methoxybenzyloxy)-6,7-dihydrofuro[2,3-f]indolizine-2,9(3H,5H)-dione

Guidance literature:: With pyridine; 10% palladium on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2010.06.003