(3R,5S)-tert-butyl 3-azido-5-fluoropiperidine-1-carboxylate

Base Information

Chemical Name:(3R,5S)-tert-butyl 3-azido-5-fluoropiperidine-1-carboxylate
CAS No.:1271810-11-7
Molecular Formula:C₁₀H₁₇FN₄O₂
Molecular Weight:244.269
Hs Code.:

Synonyms:

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Chemical Property of (3R,5S)-tert-butyl 3-azido-5-fluoropiperidine-1-carboxylate

Chemical Property:

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Technology Process of (3R,5S)-tert-butyl 3-azido-5-fluoropiperidine-1-carboxylate

There total 11 articles about (3R,5S)-tert-butyl 3-azido-5-fluoropiperidine-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: 44.0%

: 1271810-09-3
(3R,5R)-tert-butyl 3-azido-5-hydroxypiperidine-1-carboxylate

: 1271810-11-7
(3R,5S)-tert-butyl 3-azido-5-fluoropiperidine-1-carboxylate

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃; for 18h;

Reference yield:

: 114676-59-4
(2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride

: 1271810-11-7
(3R,5S)-tert-butyl 3-azido-5-fluoropiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / dichloromethane / 16 h / Reflux

2.1: triethylamine / dmap / dichloromethane / 24 h / 30 °C

3.1: lithium borohydride / tetrahydrofuran / 16.5 h / 0 - 30 °C

4.1: trifluoroacetic anhydride / tetrahydrofuran / 3 h / -78 °C

4.2: -78 °C / Reflux

4.3: 1 h / 20 °C

5.1: hydrogen / palladium on carbon / ethanol / 16 h / 20 °C

6.1: triethylamine / dichloromethane / 0 - 30 °C

7.1: triethylamine / dichloromethane / 0.25 h / 0 °C

8.1: sodium azide / N,N-dimethyl-formamide / 72 h / 70 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C

10.1: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C

With lithium borohydride; sodium azide; diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; hydrogen; triethylamine; trifluoroacetic anhydride; dmap; palladium on carbon; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 2584-71-6,30724-02-8
cis-hydroxy-D-proline

: 1271810-11-7
(3R,5S)-tert-butyl 3-azido-5-fluoropiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: thionyl chloride / 72 h / 0 - 20 °C

2.1: triethylamine / dichloromethane / 16 h / Reflux

3.1: triethylamine / dmap / dichloromethane / 24 h / 30 °C

4.1: lithium borohydride / tetrahydrofuran / 16.5 h / 0 - 30 °C

5.1: trifluoroacetic anhydride / tetrahydrofuran / 3 h / -78 °C

5.2: -78 °C / Reflux

5.3: 1 h / 20 °C

6.1: hydrogen / palladium on carbon / ethanol / 16 h / 20 °C

7.1: triethylamine / dichloromethane / 0 - 30 °C

8.1: triethylamine / dichloromethane / 0.25 h / 0 °C

9.1: sodium azide / N,N-dimethyl-formamide / 72 h / 70 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C

11.1: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C

With lithium borohydride; thionyl chloride; sodium azide; diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; hydrogen; triethylamine; trifluoroacetic anhydride; dmap; palladium on carbon; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;