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

Base Information

Chemical Name:(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)methanol
CAS No.:1093379-10-2
Molecular Formula:C₁₉H₂₃NO₂S
Molecular Weight:329.463
Hs Code.:

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

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

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

There total 6 articles about (1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)methanol 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: 70.0%

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

: 1093379-10-2
(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)methanol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 1h;
DOI:10.1021/jm300302p

Reference yield:

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

: 1093379-10-2
(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)methanol

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 tetrahydroborate / methanol / 1 h / 0 - 20 °C

With sodium tetrahydroborate; 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]

: 1093379-10-2
(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)methanol

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 tetrahydroborate / methanol / 1 h / 0 - 20 °C

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