(S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

Base Information

Chemical Name:(S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one
CAS No.:1429299-23-9
Molecular Formula:C₂₂H₂₄BF₃O₃
Molecular Weight:404.237
Hs Code.:

Synonyms:(S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

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Chemical Property of (S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

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Technology Process of (S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

There total 4 articles about (S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-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:

: 32120-33-5
trans-4'-(trifluoromethyl)chalcone

: 73183-34-3
bis(pinacol)diborane

: 1429299-23-9
(S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

: (R)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

Guidance literature:: With C₂₄H₃₅N₂O₇Rh; sodium t-butanolate; In toluene; at 80 ℃; for 2h; Overall yield = 64 %; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.02.086

Reference yield:

: 1-(p-(trifluoromethyl)phenyl)-3-phenyl-2-propen-1-one

: 73183-34-3
bis(pinacol)diborane

: 1429299-23-9
(S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

: (R)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

Guidance literature:: bis(pinacol)diborane; With (S)-2-{[(2-methyl-5,6,7,8-tetrahydroquinolin-8-yl)amino]methyl}phenol; copper diacetate; In diethyl ether; at 20 ℃; for 1h; Inert atmosphere;

1-(p-(trifluoromethyl)phenyl)-3-phenyl-2-propen-1-one; With methanol; In diethyl ether; at 20 ℃; enantioselective reaction;
DOI:10.1002/open.201800056

Reference yield:

: 100-52-7
benzaldehyde

: 1429299-23-9
(S)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

: (R)-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl)propan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / methanol / 20 °C

2.1: (S)-2-{[(2-methyl-5,6,7,8-tetrahydroquinolin-8-yl)amino]methyl}phenol; copper diacetate / diethyl ether / 1 h / 20 °C / Inert atmosphere

2.2: 20 °C

With (S)-2-{[(2-methyl-5,6,7,8-tetrahydroquinolin-8-yl)amino]methyl}phenol; copper diacetate; sodium hydroxide; In methanol; diethyl ether;
DOI:10.1002/open.201800056