2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)ethanol

Base Information

Chemical Name:2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)ethanol
CAS No.:1093379-71-5
Molecular Formula:C₂₀H₂₅NO₂S
Molecular Weight:343.49
Hs Code.:

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

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

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

There total 6 articles about 2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)ethanol 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: 80.0%

: 1093379-06-6
ethyl 2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetate

: 1093379-71-5
2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)ethanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -20 ℃; for 0.5h;
DOI:10.1021/jm300302p

Reference yield:

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

: 1093379-71-5
2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)ethanol

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: hydrogenchloride / water; acetonitrile / 1 h / Heating / reflux

4.2: pH > 9

5.1: potassium tert-butylate / tetrahydrofuran / 10.5 h / Heating / reflux

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -20 °C

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; toluene-4-sulfonic acid; trimethyl orthoformate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; water; acetonitrile;

Reference yield:

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

: 1093379-71-5
2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / water; acetonitrile / 1 h / Reflux

2: potassium tert-butylate / tetrahydrofuran / 10.5 h / Reflux

3: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -20 °C

With hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jm300302p