(Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate

Base Information

Chemical Name:(Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate
CAS No.:1262883-86-2
Molecular Formula:C₁₈H₂₅BO₄
Molecular Weight:316.205
Hs Code.:

Synonyms:(Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate

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Chemical Property of (Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate

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Technology Process of (Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate

There total 3 articles about (Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate 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: 65.0%

: 91962-64-0
ethyl 4-phenylbuta-2,3-dienoate

: 73183-34-3
bis(pinacol)diborane

: 1262883-86-2
(Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate

Guidance literature:: 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane; With methanol; copper chloride (I); at 60 ℃; for 0.25h; Schlenk technique; Inert atmosphere;

ethyl 4-phenylbuta-2,3-dienoate; With methanol; at 60 ℃; for 20h; stereoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1039/d2ob00423b

Reference yield: 46.0%

: 1262977-13-8,1303527-12-9,1175712-33-0,1177425-14-7
pinacolato bis(2-hydroxypropyl)aminodiboron

: 91962-64-0
ethyl 4-phenylbuta-2,3-dienoate

: 1262883-86-2
(Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate

Guidance literature:: With 2,2,2-trifluoroethanol; copper(l) chloride; In tetrahydrofuran; CuCl (10 mol%), 2,2,2-trifluoroethanol (4 equiv.), room temp., 2-3 h;
DOI:10.1039/c0cc02270e

Reference yield:

: 103-80-0
phenylacetyl chloride

: 1262883-86-2
(Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine

2: 2,2,2-trifluoroethanol; copper(l) chloride / tetrahydrofuran / 20 °C / Inert atmosphere

With 2,2,2-trifluoroethanol; triethylamine; copper(l) chloride; In tetrahydrofuran;
DOI:10.1039/c0cc02270e