(R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one

Base Information

Chemical Name:(R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one
CAS No.:1144528-41-5
Molecular Formula:C₁₆H₂₃BO₃
Molecular Weight:274.168
Hs Code.:

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

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Chemical Property of (R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one

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Technology Process of (R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one

There total 3 articles about (R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-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: 99.0%

: 495-41-0
1-phenylbut-2-en-1-one

: 73183-34-3
bis(pinacol)diborane

(R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one: 1144528-41-5
(R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one

Guidance literature:: bis(pinacol)diborane; With copper(I) oxide; C₂₇H₂₅FN₃O⁽¹⁺⁾*Cl^(1-); caesium carbonate; In tetrahydrofuran; toluene; at 20 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

1-phenylbut-2-en-1-one; With methanol; In toluene; at -20 ℃; for 0.5h; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1016/j.tetasy.2016.12.005

Reference yield:

: 35660-91-4,35845-66-0,495-41-0
(E)-1-phenyl-2-buten-1-one

: 73183-34-3
bis(pinacol)diborane

(R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one: 1144528-41-5
(R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one

: 1243289-06-6
(S)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one

Guidance literature:: bis(pinacol)diborane; With caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

(E)-1-phenyl-2-buten-1-one; With methanol; In tetrahydrofuran; at 70 ℃; for 6h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201001198

Reference yield:

: 495-41-0
1-phenylbut-2-en-1-one

: 73183-34-3
bis(pinacol)diborane

(R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one: 1144528-41-5
(R)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one

: 1243289-06-6
(S)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-1-one

Guidance literature:: With copper(I) oxide; (S,Sp)-3-(12-(4-t-butyloxazolin-2-yl)[2.2]paracyclophan-4-yl)imidazo[1,5-a]pyridinium triflate; caesium carbonate; potassium iodide; In tetrahydrofuran; methanol; at 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.06.023