(6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol

Base Information

Chemical Name:(6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol
CAS No.:1355018-66-4
Molecular Formula:C₂₃H₂₉NO
Molecular Weight:335.489
Hs Code.:

Synonyms:(6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol

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Chemical Property of (6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol

Chemical Property:

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Technology Process of (6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol

There total 10 articles about (6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol 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: 90.0%

: 1355018-65-3
(6S,7R)-2-benzhydryl-7-hydroxy-2-azaspiro[5.5]undecan-1-one

: 1355018-66-4
(6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;
DOI:10.1021/ol2033042

Reference yield:

: 1354577-53-9
N⁽¹⁾-benzhydryl-2-piperidone

: 1355018-66-4
(6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol

Guidance literature:: Multi-step reaction with 10 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 °C

2: Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; potassium hydroxide / toluene / 24 h / -40 °C

3: dilauryl peroxide / 1,2-dichloro-ethane / 2.5 h / Inert atmosphere; Reflux

4: 2,2'-azobis(isobutyronitrile); tripropyl stannane / toluene / 3 h / Reflux

5: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

6: methanol / diethyl ether; toluene / 0.5 h / 20 °C

7: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

8: water; potassium hydroxide / methanol / 2 h / Reflux

9: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 °C

10: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

With methanol; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); dilauryl peroxide; Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; water; diisobutylaluminium hydride; tripropyl stannane; trifluoroacetic acid; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; toluene; 7: Dieckmann condensation;
DOI:10.1021/ol2033042

Reference yield:

: 1355018-62-0
tert-butyl (3S)-1-benzhydryl-3-{5-ethoxy-2-[(ethoxycarbonothioyl)thio]-5-oxopentyl}-2-oxopiperidine-3-carboxylate

: 1355018-66-4
(6R,7R)-2-benzhydryl-2-azaspiro[5.5]undecan-7-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 2,2'-azobis(isobutyronitrile); tripropyl stannane / toluene / 3 h / Reflux

2: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

3: methanol / diethyl ether; toluene / 0.5 h / 20 °C

4: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

5: water; potassium hydroxide / methanol / 2 h / Reflux

6: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 °C

7: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

With methanol; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); water; diisobutylaluminium hydride; tripropyl stannane; trifluoroacetic acid; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 4: Dieckmann condensation;
DOI:10.1021/ol2033042