benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate

Base Information

Chemical Name:benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate
CAS No.:1372147-86-8
Molecular Formula:C₂₇H₂₅NO₄
Molecular Weight:427.5
Hs Code.:

Synonyms:benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate

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Chemical Property of benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate

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Technology Process of benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate

There total 7 articles about benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-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: 86.0%

: 1372147-76-6
benzyl 4-[4-(benzyloxy)-2-bromophenoxymethyl]-1,2,3,6-tetrahydropyridine-1-carboxylate

: 1372147-86-8
benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate

Guidance literature:: With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); silver carbonate; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 18h; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.03.005

Reference yield:

: 1372147-69-7
1-benzyl-4-[4-(benzyloxy)-2-bromophenoxymethyl]-1,2,3,6-tetrahydropyridine

: 1372147-86-8
benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium hydrogencarbonate / dichloromethane / 24 h / 0 - 20 °C

2: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); silver carbonate / 1-methyl-pyrrolidin-2-one / 18 h / 140 °C / Inert atmosphere

With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium hydrogencarbonate; silver carbonate; In 1-methyl-pyrrolidin-2-one; dichloromethane; 2: Heck reaction;
DOI:10.1016/j.tetlet.2012.03.005

Reference yield:

: 1372147-55-1
4-[4-(benzyloxy)-2-bromophenoxymethyl]pyridine

: 1372147-86-8
benzyl 5-(benzyloxy)-2',3'-dihydro-1'H,2H-spiro[1-benzofuran-3,4'-pyridine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: acetone / 18 h / Reflux

2: sodium tetrahydroborate / methanol / 2 h / -5 - 20 °C

3: potassium hydrogencarbonate / dichloromethane / 24 h / 0 - 20 °C

4: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); silver carbonate / 1-methyl-pyrrolidin-2-one / 18 h / 140 °C / Inert atmosphere

With sodium tetrahydroborate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium hydrogencarbonate; silver carbonate; In 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; acetone; 4: Heck reaction;
DOI:10.1016/j.tetlet.2012.03.005