benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-1-carboxylate

Base Information

Chemical Name:benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-1-carboxylate
CAS No.:1187055-41-9
Molecular Formula:C₁₈H₂₄F₂N₂O₄
Molecular Weight:370.396
Hs Code.:

Synonyms:benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-1-carboxylate

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Chemical Property of benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-1-carboxylate

Chemical Property:

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Technology Process of benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-1-carboxylate

There total 12 articles about benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-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: 52.0%

: 1187055-40-8
benzyl (3S)-3-(tert-butoxycarbonylamino)-5-oxo-piperidine-1-carboxylate

: 1187055-41-9
benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-1-carboxylate

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 1187055-35-1
benzyl (3S,5R)-3-(tert-butoxycarbonylamino)-5-[tert-butyl(dimethyl)silyl]oxy-piperidine-1-carboxylate

: 1187055-41-9
benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

2: Dess-Martin periodane / dichloromethane / 20 °C

3: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 20 °C

With diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;

Reference yield:

: 1271809-99-4
methyl (2R,4R)-1-benzyl-4-[tert-butyl(dimethyl)silyl]oxy-pyrrolidine-2-carboxylate

: 1187055-41-9
benzyl (5S)-5-(tert-butoxycarbonylamino)-3,3-difluoropiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: lithium borohydride / tetrahydrofuran / 16 h / 0 - 30 °C / Inert atmosphere

2: tetrabutylammoniun azide; ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate / dichloromethane / 4.5 h / -78 °C

3: hydrogen / methanol / 2 h / 20 °C / 2068.65 Torr

4: triethylamine / dichloromethane / 16 h / 20 °C

5: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 4.5 h / 25 °C / 2585.81 Torr / Inert atmosphere

6: triethylamine / dichloromethane / 3 h / 25 °C

7: Dess-Martin periodane / dichloromethane / 12 h / 25 °C

8: diethylamino-sulfur trifluoride / dichloromethane / 12 h / 0 - 25 °C / Inert atmosphere

With lithium borohydride; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; hydrogen; tetrabutylammoniun azide; Dess-Martin periodane; triethylamine; ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In tetrahydrofuran; methanol; dichloromethane;