tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate
CAS No.:1425972-06-0
Molecular Formula:C₂₇H₄₀N₂O₃
Molecular Weight:440.626
Hs Code.:

Synonyms:tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate

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Chemical Property of tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate

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Technology Process of tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate

There total 6 articles about tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate 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: 42.0%

: 1425970-11-1
4-(4-bromobenzylidene)-1-cyclobutylpiperidine

: 147804-30-6
1-oxa-6-aza-spiro-[2.5]octane-6-caboxylic acid tert-butyl ester

: 1425972-06-0
tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate

Guidance literature:: 4-(4-bromobenzylidene)-1-cyclobutylpiperidine; With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

1-oxa-6-aza-spiro-[2.5]octane-6-caboxylic acid tert-butyl ester; In tetrahydrofuran; hexane; for 1h;

Reference yield:

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1425972-06-0
tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene / 17 h / 120 °C / Inert atmosphere

2.1: 18-crown-6 ether; potassium carbonate / dichloromethane / 34 h / 45 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane / 4 h / 20 °C / Inert atmosphere

4.1: sodium tris(acetoxy)borohydride; acetic acid; triethylamine / dichloromethane / 4.5 h / 20 °C / Inert atmosphere

5.1: n-butyllithium; boron trifluoride diethyl etherate / tetrahydrofuran; hexane / 0.25 h / -78 °C

5.2: 1 h

With hydrogenchloride; n-butyllithium; 18-crown-6 ether; boron trifluoride diethyl etherate; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; toluene;

Reference yield:

: 38186-51-5
diethyl (4-bromobenzyl)phosphonate

: 1425972-06-0
tert-butyl-4-{4-[(1-cyclobutylpiperidin-4-ylidene)methyl]benzyl}-4-hydroxypiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 15-crown-5; sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 20 - 65 °C

1.2: 1 h / 50 °C

2.1: hydrogenchloride / 1,4-dioxane / 4 h / 20 °C / Inert atmosphere

3.1: sodium tris(acetoxy)borohydride; acetic acid; triethylamine / dichloromethane / 4.5 h / 20 °C / Inert atmosphere

4.1: n-butyllithium; boron trifluoride diethyl etherate / tetrahydrofuran; hexane / 0.25 h / -78 °C

4.2: 1 h

With hydrogenchloride; n-butyllithium; 15-crown-5; boron trifluoride diethyl etherate; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; mineral oil;