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

Base Information

Chemical Name:1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbaldehyde
CAS No.:1093379-16-8
Molecular Formula:C₁₉H₂₁NO₂S
Molecular Weight:327.447
Hs Code.:

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

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

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

There total 6 articles about 1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbaldehyde 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: 37.0%

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

: 1093379-16-8
1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbaldehyde

Guidance literature:: 1-benzyl-6',7'-dihydrospiro[piperidine-4,44'-thieno[3,2-c]pyran]-6'-carbonitrile; With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.75h;

In water; toluene; at -70 - 20 ℃;
DOI:10.1021/jm300302p

Reference yield:

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

: 1093379-16-8
1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbaldehyde

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: diisobutylaluminium hydride / toluene / 0.75 h / -78 °C

5.2: -78 - 20 °C

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

Reference yield:

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

: 1093379-16-8
1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: diisobutylaluminium hydride / toluene / 0.75 h / -78 °C

2.2: -70 - 20 °C

With boron trifluoride diethyl etherate; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1021/jm300302p