1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile

Base Information

Chemical Name:1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile
CAS No.:1093379-01-1
Molecular Formula:C₁₉H₂₆N₂OS
Molecular Weight:330.494
Hs Code.:

Synonyms:1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile

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Chemical Property of 1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile

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Technology Process of 1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile

There total 14 articles about 1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile 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: 43.0%

: 7677-24-9
trimethylsilyl cyanide

: 1070709-21-5
1-(cyclohexylmethyl)-6'-methoxy-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]

: 1093379-00-0
1-(cyclohexylmethyl)spiro[piperidine-4,4'-thieno[3,2-c]pyran]

: 1093379-01-1
1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 0.5h;
DOI:10.1021/jm300302p

Reference yield:

: (E/Z)-3-bromo-2-(2-methoxyvinyl)thiophene

: 1093379-00-0
1-(cyclohexylmethyl)spiro[piperidine-4,4'-thieno[3,2-c]pyran]

: 1093379-01-1
1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / methanol / 24 h / Heating / reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.28 - 0.3 h / -78 °C

2.2: 3.5 h / -78 - 20 °C

3.1: toluene-4-sulfonic acid; trimethyl orthoformate / methanol / 3 h / 20 °C

4.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -20 - 0 °C

With n-butyllithium; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; trimethyl orthoformate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; dichloromethane;

Reference yield:

: 1070708-90-5
2-(3-bromothiophen-2-yl)acetaldehyde dimethyl acetal

: 1093379-00-0
1-(cyclohexylmethyl)spiro[piperidine-4,4'-thieno[3,2-c]pyran]

: 1093379-01-1
1-(cyclohexylmethyl)-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.28 - 0.3 h / -78 °C

1.2: 3.5 h / -78 - 20 °C

2.1: toluene-4-sulfonic acid; trimethyl orthoformate / methanol / 3 h / 20 °C

3.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -20 - 0 °C

With n-butyllithium; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; trimethyl orthoformate; In tetrahydrofuran; methanol; hexane; dichloromethane;