1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

Base Information

Chemical Name:1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone
CAS No.:1447138-15-9
Molecular Formula:C₂₅H₂₀F₃NO₃
Molecular Weight:439.434
Hs Code.:

Synonyms:1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

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Chemical Property of 1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

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Technology Process of 1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

There total 4 articles about 1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone 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:

: 1447138-07-9
N-benzyloxycarbonyl-(E)-4-(2-aminophenyl)-1-(4-trifluoromethylphenyl)but-2-en-1-one

: 1447138-15-9
1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

: 1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

Guidance literature:: With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)(3-vinylquinuclidin-7-yl)methyl)urea; In 1,3,5-trimethyl-benzene; at 25 ℃; for 24h; Overall yield = 79 %; enantioselective reaction;
DOI:10.1021/ol401538b

Reference yield:

: 32704-22-6
2-allyl-phenylamine

: 1447138-15-9
1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

: 1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutylammomium bromide / dichloromethane / 0 - 20 °C

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 h / 20 °C

3: 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)(3-vinylquinuclidin-7-yl)methyl)urea / 1,3,5-trimethyl-benzene / 24 h / 25 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)(3-vinylquinuclidin-7-yl)methyl)urea; tetrabutylammomium bromide; In dichloromethane; 1,3,5-trimethyl-benzene; 3: |Michael Addition;
DOI:10.1021/ol401538b

Reference yield:

: 589-09-3
N-allyl-N-phenylamine

: 1447138-15-9
1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

: 1-(4-trifluoromethylphenyl)-2-(N-benzyloxycarbonylindolin-2-yl)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: boron trifluoride diethyl etherate / 5,5-dimethyl-1,3-cyclohexadiene / 20 h / 150 °C

2: tetrabutylammomium bromide / dichloromethane / 0 - 20 °C

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 h / 20 °C

4: 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)(3-vinylquinuclidin-7-yl)methyl)urea / 1,3,5-trimethyl-benzene / 24 h / 25 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)(3-vinylquinuclidin-7-yl)methyl)urea; boron trifluoride diethyl etherate; tetrabutylammomium bromide; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; 1,3,5-trimethyl-benzene; 4: |Michael Addition;
DOI:10.1021/ol401538b