N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide

Base Information

Chemical Name:N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide
CAS No.:1191104-08-1
Molecular Formula:C₁₇H₂₆BNO₃
Molecular Weight:303.209
Hs Code.:

Synonyms:N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide

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Technology Process of N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide

There total 2 articles about N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide 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%

: 17431-39-9,131214-20-5,13156-74-6
N,N-dimethyl-3-phenylacrylamide

: 73183-34-3
bis(pinacol)diborane

: 1191104-08-1
N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide

Guidance literature:: With methanol; o-phenylenebis(diphenylphosphine); copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/adsc.200900040

Reference yield: 74.0%

: 17431-39-9
(E)-N,N-dimethylcinnamamide

: 73183-34-3
bis(pinacol)diborane

: 1191104-08-1
N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide

Guidance literature:: With NaOt-Bu; [rhodium(III)(bis(COCH₂CH(s-Bu)N)phenyl)(OAc)2(H₂O)]; In toluene; under Ar; mixt. of C6H5CHCHC(O)NMe2 (0.5 mmol), B2pin2 (0.6 mmol), NaOt-Bu (0.025-0.029 mmol) and Rh complex catalyst (1 mol%) stirred at 80°C for 0.5 h; chromd. (silica , hexane/ethyl acetate eluent), 93% ee;
DOI:10.1039/b915759j

Reference yield:

: 1191104-08-1
N,N-dimethyl-3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide

: 72656-49-6
(+)-3-hydroxy-N,N-dimethyl-3-phenylpropanamide

: 1191105-26-6
(-)-3-hydroxy-N,N-dimethyl-3-phenylpropanamide

Guidance literature:: With sodium perborate hexahydrate; water; In tetrahydrofuran; at 20 ℃; for 3h; optical yield given as %ee; Inert atmosphere;
DOI:10.1039/c0cc02211j