1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran]

Base Information

Chemical Name:1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran]
CAS No.:1351469-72-1
Molecular Formula:C₂₈H₂₇NOS
Molecular Weight:425.594
Hs Code.:

Synonyms:1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran]

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Chemical Property of 1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran]

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Technology Process of 1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran]

There total 5 articles about 1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran] 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: 35.0%

: 90-14-2
1-Iodonaphthalene

: 1351469-66-3
1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]-pyran]

: 1351469-72-1
1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran]

Guidance literature:: With [2,2]bipyridinyl; silver carbonate; palladium dichloride; In m-xylene; at 150 ℃; for 12h; regioselective reaction; Inert atmosphere;
DOI:10.1039/c1ob06149f

Reference yield:

: 1351469-65-2
1-benzylspiro[piperidine-4,4'-thieno[3,4-c]pyran]

: 1351469-72-1
1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran]

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

2: [2,2]bipyridinyl; silver carbonate; palladium dichloride / m-xylene / 12 h / 150 °C / Inert atmosphere

With [2,2]bipyridinyl; palladium 10% on activated carbon; hydrogen; silver carbonate; palladium dichloride; In methanol; m-xylene;
DOI:10.1039/c1ob06149f

Reference yield:

: 1351469-60-7
2-(4-bromothiophen-3-yl)acetaldehyde dimethyl acetal

: 1351469-72-1
1-benzyl-1'-(naphthalen-1-yl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,4-c]pyran]

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: hydrogenchloride; water / tetrahydrofuran / 18 h / 20 °C

3.1: dichloromethane / 0.17 h / 0 °C / Inert atmosphere

3.2: 3 h / 20 °C / Reflux; Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

5.1: [2,2]bipyridinyl; silver carbonate; palladium dichloride / m-xylene / 12 h / 150 °C / Inert atmosphere

With hydrogenchloride; [2,2]bipyridinyl; n-butyllithium; palladium 10% on activated carbon; water; hydrogen; silver carbonate; palladium dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; m-xylene;
DOI:10.1039/c1ob06149f