(3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride

Base Information

Chemical Name:(3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride
CAS No.:1611487-96-7
Molecular Formula:C₂₀H₂₁FN₂O₂*ClH
Molecular Weight:376.858
Hs Code.:

Synonyms:(3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride

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Chemical Property of (3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride

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Technology Process of (3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride

There total 15 articles about (3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride 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: 54.0%

: C₂₅H₂₉FN₂O₄

: 1611487-96-7
(3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride

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

: 1611487-96-7
(3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride

Guidance literature:: Multi-step reaction with 9 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: palladium 10% on activated carbon; formic acid; piperidine / tetrahydrofuran / Microwave irradiation

8: sodium hydrogencarbonate / water; 1,4-dioxane / 0.5 h / 0 - 20 °C / Inert atmosphere

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

With piperidine; hydrogenchloride; lithium aluminium tetrahydride; formic acid; sodium azide; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; sodium hydrogencarbonate; 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

: 1611487-96-7
(3S,5R)-(9H-fluoren-9-yl)methyl 3-amino-5-fluoropiperidine-1-carboxylate hydrochloride

Guidance literature:: Multi-step reaction with 10 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: palladium 10% on activated carbon; formic acid; piperidine / tetrahydrofuran / Microwave irradiation

9: sodium hydrogencarbonate / water; 1,4-dioxane / 0.5 h / 0 - 20 °C / Inert atmosphere

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

With piperidine; hydrogenchloride; lithium aluminium tetrahydride; formic acid; thionyl chloride; sodium azide; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/chem.201302423