1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

Base Information

Chemical Name:1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]
CAS No.:1398399-37-5
Molecular Formula:C₂₄H₂₅NOS
Molecular Weight:375.535
Hs Code.:

Synonyms:1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

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Chemical Property of 1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

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Technology Process of 1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

There total 5 articles about 1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-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: 40.0%

: 591-50-4
iodobenzene

: 1398399-65-9
1-benzyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

: 1398398-70-3
1-benzyl-2′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

: 1398399-37-5
1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

Guidance literature:: 1-benzyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]; With [2,2]bipyridinyl; silver carbonate; palladium dichloride; In m-xylene; at 60 ℃; for 0.5h; Inert atmosphere;

iodobenzene; In m-xylene; at 150 ℃; for 12h; regioselective reaction; Inert atmosphere;
DOI:10.1021/jm300894h

Reference yield:

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

: 1398398-70-3
1-benzyl-2′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

: 1398399-37-5
1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-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 / tetrahydrofuran; water / 18 h / 20 °C

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

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

4.1: 10% Pd/C; hydrogen / methanol / 18 h / 20 °C

5.1: tris(1,1,1,3,3,3-hexafluoroisopropyl)phosphite; silver carbonate; palladium dichloride / m-xylene / 0.5 h / 60 °C / Inert atmosphere

5.2: 12 h / 150 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; 10% Pd/C; tris(1,1,1,3,3,3-hexafluoroisopropyl)phosphite; hydrogen; silver carbonate; palladium dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; m-xylene; 5.1: |Suzuki-Miyaura Coupling / 5.2: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm300894h

Reference yield:

: 1351469-61-8
1-benzyl-4-[3-(2,2-dimethoxyethyl)thiophen-2-yl]piperidin-4-ol

: 1398398-70-3
1-benzyl-2′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

: 1398399-37-5
1-benzyl-3′-phenyl-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]

Guidance literature:: Multi-step reaction with 4 steps

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

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

2.2: 3 h / 20 °C / Inert atmosphere; Reflux

3.1: 10% Pd/C; hydrogen / methanol / 18 h / 20 °C

4.1: tris(1,1,1,3,3,3-hexafluoroisopropyl)phosphite; silver carbonate; palladium dichloride / m-xylene / 0.5 h / 60 °C / Inert atmosphere

4.2: 12 h / 150 °C / Inert atmosphere

With hydrogenchloride; 10% Pd/C; tris(1,1,1,3,3,3-hexafluoroisopropyl)phosphite; hydrogen; silver carbonate; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; water; m-xylene; 4.1: |Suzuki-Miyaura Coupling / 4.2: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm300894h