(1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine

Base Information

Chemical Name:(1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine
CAS No.:1093379-23-7
Molecular Formula:C₂₁H₂₈N₂OS
Molecular Weight:356.532
Hs Code.:

Synonyms:(1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine

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Chemical Property of (1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine

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Technology Process of (1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine

There total 6 articles about (1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine 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: 46.0%

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

: 124-40-3
dimethyl amine

: 1093379-23-7
(1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine

Guidance literature:: With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm300302p

Reference yield:

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

: 1093379-23-7
(1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine

Guidance literature:: Multi-step reaction with 6 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

6.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; dichloromethane / 2 h / 20 °C

With n-butyllithium; boron trifluoride diethyl etherate; sodium tris(acetoxy)borohydride; 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]

: 1093379-23-7
(1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)-N,N-dimethylmethanamine

Guidance literature:: Multi-step reaction with 3 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

3.1: sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C

With boron trifluoride diethyl etherate; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1021/jm300302p