tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

Base Information

Chemical Name:tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate
CAS No.:1443129-21-2
Molecular Formula:C₂₁H₂₃FO₂
Molecular Weight:326.411
Hs Code.:

Synonyms:tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

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Chemical Property of tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

There total 7 articles about tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-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: 96.0%

: tert-butyl (2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

: 1443129-21-2
tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 15h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ja403811t

Reference yield:

: 1417719-50-6
(1S,2S,3R)-tert-butyl 2-phenylbicyclo[1.1.0]butane-1-carboxylate

: 352-13-6
4-flourophenylmagnesium bromide

: 1443129-21-2
tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

: 1443129-22-3
tert-butyl (1S,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

Guidance literature:: (1S,2S,3R)-tert-butyl 2-phenylbicyclo[1.1.0]butane-1-carboxylate; 4-flourophenylmagnesium bromide; With copper(I) bromide dimethylsulfide complex; tributylphosphine; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; Overall yield = 68 %; Overall yield = 86 mg; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ja403811t

Reference yield:

: 1141821-73-9
tert-butyl (E)-2-diazo-5-(phenyl)pent-4-enoate

: 1443129-21-2
tert-butyl (1R,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

: 1443129-22-3
tert-butyl (1S,2R,3S)-3-(4-fluorophenyl)-2-phenylcyclobutane-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate] / toluene / -78 °C / Inert atmosphere

2.1: copper(I) bromide dimethylsulfide complex; tributylphosphine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

With copper(I) bromide dimethylsulfide complex; dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate]; tributylphosphine; In tetrahydrofuran; toluene;
DOI:10.1021/ja403811t