(1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one

Base Information

Chemical Name:(1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one
CAS No.:1446318-59-7
Molecular Formula:C₂₆H₂₃FN₂O
Molecular Weight:398.48
Hs Code.:

Synonyms:(1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one

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Chemical Property of (1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one

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Technology Process of (1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one

There total 9 articles about (1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one 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:

: 1013-88-3
Benzophenone imine

: 1446318-58-6
(1S,3S,6S)-3-(5-bromo-2-fluoro-phenyl)-3-methyl-4-azabicyclo[4.1.0]heptan-5-one

: 1446318-59-7
(1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium t-butanolate; tert-butyl XPhos; In toluene; at 105 ℃; for 19h; Inert atmosphere; Sealed tube;
DOI:10.1016/j.bmcl.2013.05.003

Reference yield:

: 1446318-54-2
[(S)-1-(5-bromo-2-fluoro-phenyl)-1-methyl-but-3-enyl]-(4-methoxy-benzyl)-amine

: 1446318-59-7
(1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / dichloromethane; water / 2.5 h / 0 - 23 °C

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Inert atmosphere; Heating

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / 0 °C

3.2: 0.75 h / 50 - 55 °C

4.1: methoxybenzene; trifluorormethanesulfonic acid; trifluoroacetic acid / 18 h / 70 °C

5.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium t-butanolate; tert-butyl XPhos / toluene / 19 h / 105 °C / Inert atmosphere; Sealed tube

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; trifluorormethanesulfonic acid; sodium hydrogencarbonate; methoxybenzene; trifluoroacetic acid; sodium t-butanolate; tert-butyl XPhos; In tetrahydrofuran; hexane; dichloromethane; water; toluene;
DOI:10.1016/j.bmcl.2013.05.003

Reference yield:

: 1446318-56-4
(2S)-2-(5-bromo-2-fluoro-phenyl)-1-[(4-methoxyphenyl)methyl]-2-methyl-3H-pyridin-6-one

: 1446318-59-7
(1S,3S,6S)-3-[5-(benzhydrylideneamino)-2-fluoro-phenyl]-3-methyl-4-azabicyclo[4.1.0]heptan-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / 0 °C

1.2: 0.75 h / 50 - 55 °C

2.1: methoxybenzene; trifluorormethanesulfonic acid; trifluoroacetic acid / 18 h / 70 °C

3.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium t-butanolate; tert-butyl XPhos / toluene / 19 h / 105 °C / Inert atmosphere; Sealed tube

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; trifluorormethanesulfonic acid; methoxybenzene; trifluoroacetic acid; sodium t-butanolate; tert-butyl XPhos; In tetrahydrofuran; hexane; toluene;
DOI:10.1016/j.bmcl.2013.05.003