(3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine

Base Information

Chemical Name:(3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine
CAS No.:1611487-87-6
Molecular Formula:C₁₃H₁₉FN₂O
Molecular Weight:238.305
Hs Code.:

Synonyms:(3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine

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Chemical Property of (3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine

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Technology Process of (3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine

There total 12 articles about (3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine 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: 87.0%

: 1611480-94-4
tert-butyl ((3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-yl)carbamate

: 1611487-87-6
(3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; methanol; water; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chem.201302423

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 1611487-87-6
(3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 8 h / Inert atmosphere; Reflux

2: triethylamine / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 8 h / 65 °C / Inert atmosphere

4: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / 0 - 20 °C / Inert atmosphere

5: 1,4-dioxane / 20 h / 20 °C / Inert atmosphere

6: diethylamino-sulfur trifluoride / tetrahydrofuran / 13 h / 0 - 20 °C / Inert atmosphere

7: hydrogenchloride / methanol; water; 1,4-dioxane / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; sodium azide; diethylamino-sulfur trifluoride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/chem.201302423

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 1611487-87-6
(3S,5R)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-amine

Guidance literature:: Multi-step reaction with 8 steps

1: thionyl chloride / 24 h / 0 °C / Inert atmosphere; Reflux

2: triethylamine / dichloromethane / 8 h / Inert atmosphere; Reflux

3: triethylamine / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

4: sodium azide / N,N-dimethyl-formamide / 8 h / 65 °C / Inert atmosphere

5: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / 0 - 20 °C / Inert atmosphere

6: 1,4-dioxane / 20 h / 20 °C / Inert atmosphere

7: diethylamino-sulfur trifluoride / tetrahydrofuran / 13 h / 0 - 20 °C / Inert atmosphere

8: hydrogenchloride / methanol; water; 1,4-dioxane / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; thionyl chloride; sodium azide; diethylamino-sulfur trifluoride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/chem.201302423