13-(benzyloxymethyl)-1-azabicyclo[11.3.1]heptadecane

Base Information

Chemical Name:13-(benzyloxymethyl)-1-azabicyclo[11.3.1]heptadecane
CAS No.:1392110-20-1
Molecular Formula:C₂₄H₃₉NO
Molecular Weight:357.58
Hs Code.:

Synonyms:

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Chemical Property of 13-(benzyloxymethyl)-1-azabicyclo[11.3.1]heptadecane

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Technology Process of 13-(benzyloxymethyl)-1-azabicyclo[11.3.1]heptadecane

There total 11 articles about 13-(benzyloxymethyl)-1-azabicyclo[11.3.1]heptadecane 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: 40.0%

: C₂₄H₃₉NO₂

: 1392110-20-1
13-(benzyloxymethyl)-1-azabicyclo[11.3.1]heptadecane

Guidance literature:: With sodium cyanoborohydride; acetic acid; for 5h;
DOI:10.1021/ol301672y

Reference yield:

: 3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone

: 1392110-20-1
13-(benzyloxymethyl)-1-azabicyclo[11.3.1]heptadecane

Guidance literature:: Multi-step reaction with 7 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

2: dichloromethane / 2 h / 20 °C / Inert atmosphere

3: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 20 h / Inert atmosphere; Reflux

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

5: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 20 °C

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

7: sodium cyanoborohydride; acetic acid / 5 h

With lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol301672y

Reference yield:

: 675-20-7
piperidin-2-one

: 1392110-20-1
13-(benzyloxymethyl)-1-azabicyclo[11.3.1]heptadecane

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

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

2.2: 2 h

3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

3.2: 80 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

6.1: dichloromethane / 2 h / 20 °C / Inert atmosphere

7.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 20 h / Inert atmosphere; Reflux

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

9.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 20 °C

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

11.1: sodium cyanoborohydride; acetic acid / 5 h

With lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol301672y