1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide

Base Information

Chemical Name:1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide
CAS No.:1093379-14-6
Molecular Formula:C₁₉H₂₂N₂O₂S
Molecular Weight:342.462
Hs Code.:

Synonyms:1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide

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Chemical Property of 1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide

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Technology Process of 1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide

There total 5 articles about 1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide 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: 60.0%

: 1093378-96-1
1-benzyl-6',7'-dihydrospiro[piperidine-4,44'-thieno[3,2-c]pyran]-6'-carbonitrile

: 1093379-14-6
1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide

Guidance literature:: 1-benzyl-6',7'-dihydrospiro[piperidine-4,44'-thieno[3,2-c]pyran]-6'-carbonitrile; With titanium tetrachloride; acetic acid; for 0.25h;

In water; at 20 ℃; for 2h;
DOI:10.1021/jm300302p

Reference yield:

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

: 1093379-14-6
1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.28 - 0.3 h / -84 °C

2.2: 3 h / -84 - 20 °C

3.1: toluene-4-sulfonic acid; trimethyl orthoformate / methanol / 24 h / 20 °C

4.1: boron trifluoride diethyl etherate / dichloromethane / 1.5 h / -20 - 0 °C

5.1: titanium tetrachloride / acetic acid / 0.25 h / 2 °C

5.2: 2 h / 20 °C

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

Reference yield:

: 1070709-12-4
1-benzyl-6'-methoxy-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]

: 1093379-14-6
1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 0.75 h / -20 - 0 °C

2.1: titanium tetrachloride; acetic acid / 0.25 h

2.2: 2 h / 20 °C

With boron trifluoride diethyl etherate; titanium tetrachloride; acetic acid; In dichloromethane;
DOI:10.1021/jm300302p