Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

Base Information

Chemical Name:Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate
CAS No.:288628-59-1
Molecular Formula:C₂₉H₂₃F₃N₄O₃
Molecular Weight:532.522
Hs Code.:

Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

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Chemical Property of Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

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Technology Process of Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

There total 4 articles about Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-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:

: 151860-16-1
(1α,5α,6α)-3-N-benzyl-6-nitro-3-azabicyclo[3.1.0]hexane

: 288628-59-1
Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: H₂; H₂O / 10percent Pd/C / propan-2-ol / 24 h / 50 °C / 2660.18 Torr

2: Et₃N / 4 h / Heating

3: Et₃N / methanol / 18 h / Heating

With water; hydrogen; triethylamine; 10percent Pd/C; In methanol; isopropyl alcohol; 1: Reduction / 2: Condensation / 3: Substitution;
DOI:10.1039/a910340f

Reference yield:

: 151860-15-0
(1α,5α,6α)-3-N-benzyl-6-nitro-2,4-dioxo-3-azabicyclo[3.1.0]hexane

: 288628-59-1
Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / NaBH₄; BF₃*THF / tetrahydrofuran / 3 h / 40 °C

2: H₂; H₂O / 10percent Pd/C / propan-2-ol / 24 h / 50 °C / 2660.18 Torr

3: Et₃N / 4 h / Heating

4: Et₃N / methanol / 18 h / Heating

With sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex; water; hydrogen; triethylamine; 10percent Pd/C; In tetrahydrofuran; methanol; isopropyl alcohol; 1: Reduction / 2: Reduction / 3: Condensation / 4: Substitution;
DOI:10.1039/a910340f

Reference yield:

: 185693-08-7,208837-84-7
(1α,5α,6α)-6-amino-3-azabicyclo[3.1.0]hexane

: 288628-59-1
Ethyl (1α,5α,6α)-7-(6-benzylideneamino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / 4 h / Heating

2: Et₃N / methanol / 18 h / Heating

With triethylamine; In methanol; 1: Condensation / 2: Substitution;
DOI:10.1039/a910340f