(Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:(Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide
CAS No.:1617518-96-3
Molecular Formula:C₂₈H₃₂BNO₄S
Molecular Weight:489.443
Hs Code.:

Synonyms:(Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide

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Chemical Property of (Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide

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Technology Process of (Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide

There total 4 articles about (Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide 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: 92.0%

: 73183-34-3
bis(pinacol)diborane

: 609769-63-3
N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine

: 1617518-96-3
(Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide

Guidance literature:: With methanol; dicyclohexylphenylphosphine; copper(l) chloride; sodium t-butanolate; In toluene; at 20 ℃; for 2h; Inert atmosphere; Schlenk technique;
DOI:10.1021/acs.orglett.1c04157

Reference yield:

: 1576-37-0
N-benzyl-p-toluenesulfonamide

: 932-87-6
1-Bromo-2-phenylacetylene

: 1617518-96-3
(Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 80 °C

2: copper(l) chloride; sodium t-butanolate / toluene; methanol / 72 h / 20 °C / Schlenk technique; Inert atmosphere

With 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; potassium carbonate; copper(l) chloride; sodium t-butanolate; In methanol; toluene;
DOI:10.1039/c4ob00979g

Reference yield:

: 1576-37-0
N-benzyl-p-toluenesulfonamide

: 1617518-96-3
(Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1,10-Phenanthroline; potassium carbonate; copper(ll) sulfate pentahydrate / toluene / 18 h / 80 °C / Inert atmosphere; Schlenk technique

2: methanol; copper(l) chloride; sodium t-butanolate; dicyclohexylphenylphosphine / toluene / 2 h / 20 °C / Inert atmosphere; Schlenk technique

With methanol; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; potassium carbonate; dicyclohexylphenylphosphine; copper(l) chloride; sodium t-butanolate; In toluene;
DOI:10.1021/acs.orglett.1c04157